Explore 396 cruise vacations

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,382

per Cabin

‌

Departing on:

Fri, Oct 03 - Thu, Oct 16

from (US$)$3,382

RED HOT

Italy to France & Spain

Civitavecchia (Rome) • Cagliari, Sardinia • Marina di Carrara • Ajaccio, Corsica • Cannes • Valencia • Barcelona

Insider cabins from

$3,342

per Cabin

‌

9 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,342

per Cabin

‌

Departing on:

Tue, Oct 07 - Thu, Oct 16

from (US$)$3,342

Scarlet's Haunted Halloween Soirée

Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida

Sea View cabins from

$3,150

per Cabin

‌

15 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,150

per Cabin

‌

Departing on:

Thu, Oct 16 - Fri, Oct 31

from (US$)$3,150

RED HOT

Brilliant Lady Miami MerMaiden

Miami, Florida • Philipsburg, St. Maarten • Tortola • Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,200

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,200

per Cabin

‌

Departing on:

Fri, Oct 17 - Sat, Oct 25

from (US$)$3,200

RED HOT

Mykonos Moons to Spanish Sunrises

Piraeus (Athens) • Mykonos • Catania, Sicily • Palma de Mallorca • Valencia • Barcelona

Insider cabins from

$2,368

per Cabin

‌

7 nights

Resilient Lady & Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,368

per Cabin

‌

Departing on:

Sun, Oct 04 - Sun, Oct 11

from (US$)$2,368

Sun, Oct 19 - Sun, Oct 26

from (US$)$3,392

Riviera Maya: Halloween Edition

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Sea View cabins from

$2,000

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,000

per Cabin

‌

Departing on:

Sun, Oct 19 - Fri, Oct 24

from (US$)$2,000

Dominican Daze: Halloween Edition

Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,802

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,802

per Cabin

‌

Departing on:

Fri, Oct 24 - Wed, Oct 29

from (US$)$1,802

Resilient's Haunted Halloween Soirée

Barcelona • Valencia • Casablanca • Gran Canaria • Miami, Florida

Sea View cabins from

$2,492

per Cabin

‌

14 nights

Resilient Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,492

per Cabin

‌

Departing on:

Sun, Oct 26 - Sun, Nov 09

from (US$)$2,492

Valiant's Haunted Halloween Soirée

Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida

Sea View cabins from

$1,918

per Cabin

‌

4 nights

Valiant Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,918

per Cabin

‌

Departing on:

Wed, Oct 29 - Sun, Nov 02

from (US$)$1,918

Honduras, Mexico & Bahamas

Miami, Florida • Roatán • Costa Maya • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,452

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,452

per Cabin

‌

Departing on:

Fri, Oct 31 - Fri, Nov 07

from (US$)$2,452

Western Caribbean: From Miami to Bimini

Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,170

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,170

per Cabin

‌

Departing on:

Sat, Nov 01 - Sat, Nov 08

from (US$)$2,170

One-way to SJ: DR, St. Maarten & BVI

Miami, Florida • Puerto Plata • Philipsburg, St. Maarten • Tortola • San Juan

Insider cabins from

$2,100

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,100

per Cabin

‌

Departing on:

Sun, Nov 02 - Sat, Nov 08

from (US$)$2,100

Colorful Curaçao to the Charming Caymans

Miami, Florida • Oranjestad • Willemstad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$3,120

per Cabin

‌

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,120

per Cabin

‌

Departing on:

Sat, Nov 08 - Thu, Nov 20

from (US$)$3,120

Saint (Isles) & Seas of the Caribbean

San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,156

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 02 - Sat, Jan 09

from (US$)$2,156

Sat, Nov 08 - Sat, Nov 15

from (US$)$2,778

Sat, Mar 21 - Sat, Mar 28

from (US$)$2,228

San Juan Sunrises & Dominican Dreams

Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Nov 15 - Sat, Nov 22

Sat, Jan 31 - Sat, Feb 07

Sat, Feb 28 - Sat, Mar 07

Sunny Miles of Tropical Isles

San Juan • Philipsburg, St. Maarten • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,086

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,086

per Cabin

‌

Departing on:

Sat, Feb 28 - Sat, Mar 07

Sat, Nov 15 - Sat, Nov 22

from (US$)$2,368

Sat, Nov 07 - Sat, Nov 14

from (US$)$2,368

Sunny San Juan & Isles of Beach Miles

Miami, Florida • Puerto Plata • San Juan • Philipsburg, St. Maarten • St. Croix • Miami, Florida

Insider cabins from

$2,384

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,384

per Cabin

‌

Departing on:

Thu, Feb 12 - Fri, Feb 20

from (US$)$2,384

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,402

Miami, Grand Turk (& back)

Miami, Florida • Grand Turk • Beach Club at Bimini • Miami, Florida

Sea View cabins from

$1,490

per Cabin

‌

5 nights

Scarlet Lady & Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,490

per Cabin

‌

Departing on:

Sun, Nov 30 - Fri, Dec 05

from (US$)$1,490

Fri, Nov 21 - Wed, Nov 26

from (US$)$1,850

Fri, Dec 19 - Wed, Dec 24

from (US$)$1,804

Cayman Coves & Jamaican Waterfalls

Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,948

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,948

per Cabin

‌

Departing on:

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,948

Sat, Nov 22 - Sat, Nov 29

Sat, Dec 06 - Sat, Dec 13

Thanksgiving in the Lesser Antilles

San Juan • Tortola • Basseterre • St. John's • Castries • St. Thomas • San Juan

Insider cabins from

$2,086

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,086

per Cabin

‌

Departing on:

Sat, Nov 22 - Sat, Nov 29

Antigua Waves & Grand Turk Caves

Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Fri, Feb 20 - Sun, Mar 01

from (US$)$2,322

Fri, Nov 28 - Sun, Dec 07

from (US$)$2,340

Fri, Jan 23 - Sun, Feb 01

from (US$)$3,210

San Juan to Barbados & the St. Isles

San Juan • Philipsburg, St. Maarten • Basseterre • Roseau • Bridgetown • San Juan

Insider cabins from

$1,548

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,548

per Cabin

‌

Departing on:

Sat, Nov 29 - Fri, Dec 05

from (US$)$1,548

San Juan, Samaná & Bimini

Miami, Florida • San Juan • Samaná • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Nov 29 - Sat, Dec 06

Sat, Jan 17 - Sat, Jan 24

from (US$)$1,948

Aruba, Curaçao and the Lesser Antilles

San Juan • Willemstad • Oranjestad • Roseau • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,064

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,064

per Cabin

‌

Departing on:

Fri, Dec 05 - Sat, Dec 13

from (US$)$2,064

Aruban Sunsets & Calm Cayman Days

Miami, Florida • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,838

per Cabin

‌

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,838

per Cabin

‌

Departing on:

Sun, Mar 01 - Thu, Mar 12

from (US$)$2,838

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,860

St. Lucia, St. Maarten, Barbados & More

San Juan • Basseterre • Castries • Roseau • Bridgetown • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,382

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,382

per Cabin

‌

Departing on:

Sat, Dec 13 - Sat, Dec 20

from (US$)$2,382

Brilliant Caribbean Holidays

Miami, Florida • Grand Turk • Puerto Plata • San Juan • Samaná • Miami, Florida

Insider cabins from

$3,136

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,136

per Cabin

‌

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$3,136

Resilient Caribbean Holidays

Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,786

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sat, Dec 20 - Sat, Dec 27

Sun, Dec 20 - Sun, Dec 27

from (US$)$2,788

Valiant Caribbean Holidays

San Juan • Philipsburg, St. Maarten • Basseterre • St. John's • Castries • Tortola • San Juan

Insider cabins from

$2,730

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,730

per Cabin

‌

Departing on:

Sat, Dec 20 - Sat, Dec 27

from (US$)$2,730

Scarlet Caribbean Holidays

Miami, Florida • Nassau • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,758

per Cabin

‌

4 nights

Scarlet Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,758

per Cabin

‌

Departing on:

Wed, Dec 24 - Sun, Dec 28

from (US$)$1,758

Mon, Dec 21 - Sat, Dec 26

from (US$)$1,990

* Port changes in place on select sailings — see full cruise details

Brilliant New Year's Ahoy!

Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida

Insider cabins from

$4,680

per Cabin

‌

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,680

per Cabin

‌

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$4,680

Resilient New Year's Ahoy!

Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,766

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,766

per Cabin

‌

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,766

Sun, Dec 27 - Sun, Jan 03

from (US$)$3,906

Valiant New Year’s Ahoy!

San Juan • Philipsburg, St. Maarten • Basseterre • Castries • Bridgetown • St. Croix • San Juan

Insider cabins from

$3,768

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,768

per Cabin

‌

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,768

Scarlet New Year's Ahoy!

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,890

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,890

per Cabin

‌

Departing on:

Sun, Dec 28 - Fri, Jan 02

from (US$)$2,890

Wed, Dec 30 - Mon, Jan 04

from (US$)$3,088

* Port changes in place on select sailings — see full cruise details

Aruban Sights & Antiguan Nights

San Juan • Oranjestad • Willemstad • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,086

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,086

per Cabin

‌

Departing on:

Sat, Jan 03 - Sat, Jan 10

Sat, Feb 06 - Sat, Feb 13

from (US$)$2,298

Cozumel, Grand Cayman & Bimini

Miami, Florida • George Town • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 03 - Sat, Jan 10

Aruba, Bonaire, Colombia, Jamaica & More

Miami, Florida • Oranjestad • Kralendijk • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,840

per Cabin

‌

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,840

per Cabin

‌

Departing on:

Sun, Jan 04 - Thu, Jan 15

from (US$)$2,840

Cayman Isles & Jamaican Miles

Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,948

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,948

per Cabin

‌

Departing on:

Sat, Jan 10 - Sat, Jan 17

from (US$)$1,948

Sat, Mar 07 - Sat, Mar 14

Sun, Nov 01 - Sun, Nov 08

from (US$)$2,298

Virgin Island Views & Saint Isle Blues

San Juan • Tortola • Bridgetown • Kingstown • Basseterre • St. Croix • San Juan

Insider cabins from

$1,946

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 10 - Sat, Jan 17

RED HOT

Grand Turk Tranquility & St. Croix Charm

Miami, Florida • Grand Turk • Puerto Plata • San Juan • St. Croix • Miami, Florida

Insider cabins from

$3,222

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,222

per Cabin

‌

Departing on:

Thu, Jan 15 - Fri, Jan 23

from (US$)$3,222

St. Kitts, Barbados, Martinique & More

San Juan • Basseterre • Bridgetown • Fort-de-France • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$1,946

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 17 - Sat, Jan 24

Barbados, Antigua, BVI & More

San Juan • Tortola • Bridgetown • Fort-de-France • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$1,946

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 24 - Sat, Jan 31

Antigua & the St. Isles

San Juan • Philipsburg, St. Maarten • Basseterre • St. John's • Castries • St. Thomas • San Juan

Insider cabins from

$1,876

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,876

per Cabin

‌

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,876

Magnetic Miami to Gorgeous George Town

Miami, Florida • Willemstad • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,840

per Cabin

‌

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,840

per Cabin

‌

Departing on:

Sun, Feb 01 - Thu, Feb 12

from (US$)$2,840

St. Lucia, Barbados & More

San Juan • Philipsburg, St. Maarten • Basseterre • Castries • Bridgetown • St. Thomas • San Juan

Insider cabins from

$2,016

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,016

per Cabin

‌

Departing on:

Sat, Feb 07 - Sat, Feb 14

from (US$)$2,016

Aruba, Curaçao and the St. Isles

San Juan • Oranjestad • Willemstad • St. Croix • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,016

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,016

per Cabin

‌

Departing on:

Sat, Feb 14 - Sat, Feb 21

from (US$)$2,016

Antigua, Martinique, & Barbados & More

San Juan • Philipsburg, St. Maarten • Bridgetown • Fort-de-France • St. John's • Tortola • San Juan

Insider cabins from

$2,086

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,086

per Cabin

‌

Departing on:

Sat, Feb 21 - Sat, Feb 28

Quaint Castries to Elegant Antigua

San Juan • Basseterre • Castries • Fort-de-France • St. John's • Tortola • San Juan

Insider cabins from

$2,228

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,228

per Cabin

‌

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (US$)$2,228

Gorgeous Antigua, St. Kitts & Bimini

Miami, Florida • Puerto Plata • St. John's • Basseterre • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Thu, Mar 12 - Sat, Mar 21

from (US$)$2,322

Costa Mayan Caves & Honduran Waves

Miami, Florida • Costa Maya • Roatán • Cozumel (Playa del Carmen) • Miami, Florida

Insider cabins from

$2,006

per Cabin

‌

6 nights

Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,006

per Cabin

‌

Departing on:

Sat, Mar 14 - Fri, Mar 20

from (US$)$2,006

Sunsets in the Lesser Antilles

San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,156

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 09 - Sat, Jan 16

from (US$)$2,156

Sat, Mar 14 - Sat, Mar 21

Sat, Dec 05 - Sat, Dec 12

RED HOT

Puerto Rican Nights & St. Croix Delights

Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,544

per Cabin

‌

8 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,544

per Cabin

‌

Departing on:

Fri, Mar 20 - Sat, Mar 28

from (US$)$2,544

Panama Canal & Pacific Wonders

Miami, Florida • Cartagena • Colón • Panama Canal (Cruising) • Puntarenas • Puerto Quetzal • Cabo San Lucas • Los Angeles, California

Insider cabins from

$6,686

per Cabin

‌

16 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$6,686

per Cabin

‌

Departing on:

Sat, Mar 21 - Mon, Apr 06

from (US$)$6,686

Tortola, Charleston, Newport & More

San Juan • Tortola • Puerto Plata • Charleston, South Carolina • Newport, Rhode Island • New York City, New York

Insider cabins from

$2,144

per Cabin

‌

9 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,144

per Cabin

‌

Departing on:

Sat, Mar 28 - Mon, Apr 06

from (US$)$2,144

Brilliant Lady LA MerMaiden

Los Angeles, California • Santa Barbara, California • San Diego, California • Ensenada • Los Angeles, California

Insider cabins from

$1,788

per Cabin

‌

5 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,788

per Cabin

‌

Departing on:

Tue, Apr 07 - Sun, Apr 12

from (US$)$1,788

California (and Mexico) Dreamin'

Los Angeles, California • Cabo San Lucas • Mazatlàn • Los Angeles, California

Insider cabins from

$2,148

per Cabin

‌

6 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,148

per Cabin

‌

Departing on:

Sun, Apr 12 - Sat, Apr 18

from (US$)$2,148

Bermuda Beauty to East Coast Elegance

New York City, New York • Kings Wharf • Nassau • Charleston, South Carolina • New York City, New York

Insider cabins from

$2,682

per Cabin

‌

9 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,682

per Cabin

‌

Departing on:

Thu, Apr 16 - Sat, Apr 25

from (US$)$2,682

Puerto Plata, San Juan & Tortola

Miami, Florida • Puerto Plata • San Juan • Tortola • Miami, Florida

Insider cabins from

$2,228

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,228

per Cabin

‌

Departing on:

Sun, Apr 19 - Sun, Apr 26

from (US$)$2,228

New York Transatlantic to Spain

New York City, New York • Ponta Delgada • Funchal, Madeira • Tangier • Málaga • Palma de Mallorca • Barcelona

Insider cabins from

$2,100

per Cabin

‌

14 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,100

per Cabin

‌

Departing on:

Sat, Apr 25 - Sat, May 09

from (US$)$2,100

Hollywood Sunsets & Mexican Horizons

Los Angeles, California • Cabo San Lucas • Mazatlàn • Puerto Vallarta • Los Angeles, California

Insider cabins from

$2,084

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,084

per Cabin

‌

Departing on:

Sat, Sep 19 - Sat, Sep 26

from (US$)$2,084

Sun, Apr 26 - Sun, May 03

from (US$)$2,720

Sat, Sep 26 - Sat, Oct 03

from (US$)$2,084

Transatlantic to Spain & Morocco

Miami, Florida • Gran Canaria • Casablanca • Valencia • Barcelona

Insider cabins from

$2,662

per Cabin

‌

14 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,662

per Cabin

‌

Departing on:

Sun, Apr 26 - Sun, May 10

from (US$)$2,662

LA Lights & Vancouver Vistas

Los Angeles, California • Catalina Island, California • San Francisco, California • Astoria, Oregon • Victoria • Vancouver

Insider cabins from

$2,384

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,384

per Cabin

‌

Departing on:

Sun, May 03 - Mon, May 11

from (US$)$2,384

RED HOT

Rome, Mykonos & the Amalfi Coast

Barcelona • Civitavecchia (Rome) • Amalfi Coast (Salerno) • Catania, Sicily • Mykonos • Piraeus (Athens)

Insider cabins from

$2,802

per Cabin

‌

7 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,802

per Cabin

‌

Departing on:

Sun, May 10 - Sun, May 17

from (US$)$2,802

Alaska Awe from Vancouver to Seattle

Vancouver • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Hubbard Glacier (Cruising), Alaska • Skagway, Alaska • Juneau, Alaska • Icy Strait Point, Alaska • Seattle, Washington

Insider cabins from

$3,682

per Cabin

‌

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,682

per Cabin

‌

Departing on:

Mon, May 11 - Thu, May 21

from (US$)$3,682

Brilliant Lady Seattle MerMaiden

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$3,766

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,766

per Cabin

‌

Departing on:

Thu, May 21 - Thu, May 28

from (US$)$3,766

Amalfi Coast, Cannes & Ibiza

Civitavecchia (Rome) • Amalfi Coast (Salerno) • Cannes • Ibiza • Barcelona

Insider cabins from

$2,028

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,028

per Cabin

‌

Departing on:

Mon, May 25 - Sun, May 31

from (US$)$2,028

Seattle, Juneau & Canadian Coasts

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Juneau, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$2,786

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Thu, Aug 20 - Thu, Aug 27

Thu, May 28 - Thu, Jun 04

from (US$)$3,206

Spanish Isles, Rome & Cannes

Barcelona • Palma de Mallorca • Civitavecchia (Rome) • Cannes • Ibiza • Barcelona

Sea View cabins from

$2,506

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,506

per Cabin

‌

Departing on:

Sun, May 31 - Sun, Jun 07

from (US$)$2,506

Alaskan Glacier Blues & Coastal Views

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$2,786

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Thu, Aug 27 - Thu, Sep 03

Thu, Jun 04 - Thu, Jun 11

from (US$)$3,068

Thu, Jul 30 - Thu, Aug 06

Coastal Gems: Italy, France & Spain

Barcelona • Toulon • Marina di Carrara • Ajaccio, Corsica • Ibiza • Barcelona

Sea View cabins from

$2,506

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,506

per Cabin

‌

Departing on:

Sun, Jun 07 - Sun, Jun 14

from (US$)$2,506

Cayman Isles & Bimini Beach Miles

Miami, Florida • George Town • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,590

per Cabin

‌

5 nights

Resilient Lady & Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,590

per Cabin

‌

Departing on:

Mon, Nov 09 - Sat, Nov 14

from (US$)$1,590

Mon, Jun 08 - Sat, Jun 13

from (US$)$1,986

Sat, Jan 23 - Thu, Jan 28

from (US$)$1,590

Inside Passage Alaska & Canadian Coasts

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Hubbard Glacier (Cruising), Alaska • Skagway, Alaska • Icy Strait Point, Alaska • Haines, Alaska • Prince Rupert • Victoria • Seattle, Washington

Insider cabins from

$5,496

per Cabin

‌

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,496

per Cabin

‌

Departing on:

Thu, Jun 11 - Tue, Jun 23

from (US$)$5,496

RED HOT

Spanish Serenity to French Daydreams

Barcelona • Valencia • Palma de Mallorca • Cannes • Ibiza • Barcelona

Insider cabins from

$2,648

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,648

per Cabin

‌

Departing on:

Sun, Jun 14 - Sun, Jun 21

from (US$)$2,648

RED HOT

Italian Vistas to Spanish Sunsets

Barcelona • Civitavecchia (Rome) • La Spezia • Cannes • Ibiza • Barcelona

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sun, Jun 21 - Sun, Jun 28

Alaskan Inside Passage & Canadian Coasts

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Icy Strait Point, Alaska • Hubbard Glacier (Cruising), Alaska • Sitka, Alaska • Victoria • Seattle, Washington

Insider cabins from

$4,122

per Cabin

‌

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,122

per Cabin

‌

Departing on:

Tue, Jun 23 - Thu, Jul 02

from (US$)$4,122

RED HOT

Istanbul Delights & Santorini Dreams

Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)

Insider cabins from

$3,960

per Cabin

‌

11 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,960

per Cabin

‌

Departing on:

Wed, Jun 24 - Sun, Jul 05

from (US$)$3,960

RED HOT

Moroccan Marvels & Mediterranean Wonders

Barcelona • Tangier • Lisbon • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth

Insider cabins from

$4,000

per Cabin

‌

10 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,000

per Cabin

‌

Departing on:

Sun, Jun 28 - Wed, Jul 08

from (US$)$4,000

Inside Passage: Eat & Drink Edition

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert • Seattle, Washington

Insider cabins from

$3,346

per Cabin

‌

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,346

per Cabin

‌

Departing on:

Thu, Jul 02 - Thu, Jul 09

Thu, Jul 09 - Thu, Jul 16

Thu, Jul 16 - Thu, Jul 23

RED HOT

Emerald Isles & Highland Wonders

Portsmouth • Cork (Cobh) • Belfast • Dublin • Liverpool • Greenock (Glasgow) • Stornoway, Isle of Lewis • Kirkwall • Invergordon • Edinburgh • Zeebrugge (Bruges) • Portsmouth

Insider cabins from

$5,882

per Cabin

‌

14 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,882

per Cabin

‌

Departing on:

Wed, Jul 08 - Wed, Jul 22

from (US$)$5,882

RED HOT

Baltic Wonders & Nordic Nights

Portsmouth • Hamburg • Copenhagen • Stockholm • Tallinn • Oslo • Portsmouth

Insider cabins from

$5,880

per Cabin

‌

14 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,880

per Cabin

‌

Departing on:

Wed, Jul 22 - Wed, Aug 05

from (US$)$5,880

RED HOT

Spanish, French & Italian Classics

Barcelona • Palma de Mallorca • Marseille (Provence) • Cannes • Ajaccio, Corsica • La Spezia • Barcelona

Insider cabins from

$3,024

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,024

per Cabin

‌

Departing on:

Sun, Aug 02 - Mon, Aug 10

from (US$)$3,024

RED HOT

Eclipse in the Land of Fire and Ice

Portsmouth • Dublin • Greenock (Glasgow) • Stornoway, Isle of Lewis • Akureyri • Siglufjörður • Ísafjörður • Reykjavik • Edinburgh • Portsmouth

Insider cabins from

$9,152

per Cabin

‌

15 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$9,152

per Cabin

‌

Departing on:

Wed, Aug 05 - Thu, Aug 20

from (US$)$9,152

RED HOT

Total Eclipse of the (Med)

Barcelona • Palma de Mallorca • Ibiza • Cannes • Ajaccio, Corsica • La Spezia • Amalfi Coast (Salerno) • Catania, Sicily • Civitavecchia (Rome)

Insider cabins from

$7,800

per Cabin

‌

12 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$7,800

per Cabin

‌

Departing on:

Mon, Aug 10 - Sat, Aug 22

from (US$)$7,800

RED HOT

Bruges, Amsterdam, Hamburg & More

Portsmouth • Zeebrugge (Bruges) • Amsterdam • Hamburg • Portsmouth

Insider cabins from

$2,662

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,662

per Cabin

‌

Departing on:

Thu, Aug 20 - Thu, Aug 27

from (US$)$2,662

RED HOT

Sicily, Naples, Cannes & More

Civitavecchia (Rome) • Catania, Sicily • Naples • Ajaccio, Corsica • Cannes • Livorno (Florence/Pisa) • Civitavecchia (Rome)

Insider cabins from

$3,224

per Cabin

‌

9 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,224

per Cabin

‌

Departing on:

Sat, Aug 22 - Mon, Aug 31

from (US$)$3,224

RED HOT

English Elegance to Idyllic Iceland

Portsmouth • Amsterdam • Edinburgh • Invergordon • Akureyri • Ísafjörður • Reykjavik

Insider cabins from

$3,782

per Cabin

‌

10 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,782

per Cabin

‌

Departing on:

Thu, Aug 27 - Sun, Sep 06

from (US$)$3,782

RED HOT

Rome, Florence, Mykonos & More

Civitavecchia (Rome) • Livorno (Florence/Pisa) • Naples • Catania, Sicily • Chania, Crete • Santorini • Mykonos • Piraeus (Athens)

Insider cabins from

$3,582

per Cabin

‌

10 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,582

per Cabin

‌

Departing on:

Mon, Aug 31 - Thu, Sep 10

from (US$)$3,582

Seattle to Alaska & British Columbia

Seattle, Washington • Sitka, Alaska • Icy Strait Point, Alaska • Skagway, Alaska • Tracy Arm Fjord (Cruising), Alaska • Ketchikan, Alaska • Vancouver

Insider cabins from

$2,866

per Cabin

‌

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,866

per Cabin

‌

Departing on:

Thu, Sep 03 - Fri, Sep 11

from (US$)$2,866

RED HOT

Iceland, Greenland, Canada & NYC

Reykjavik • Ísafjörður • Prince Christian Sound (Cruising) • Qaqortoq • Nuuk • St. John's, Newfoundland • Halifax, Nova Scotia • New York City, New York

Insider cabins from

$4,396

per Cabin

‌

13 nights

Valiant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,396

per Cabin

‌

Departing on:

Sun, Sep 06 - Sat, Sep 19

from (US$)$4,396

Vancouver Down the Cali Coast

Vancouver • Astoria, Oregon • San Francisco, California • Santa Barbara, California • Catalina Island, California • San Diego, California • Los Angeles, California

Insider cabins from

$2,384

per Cabin

‌

8 nights

Brilliant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,384

per Cabin

‌

Departing on:

Fri, Sep 11 - Sat, Sep 19

from (US$)$2,384

Spanish Isles & Transatlantic Miles

Barcelona • Casablanca • Gran Canaria • Santa Cruz de Tenerife • Miami, Florida

Sea View cabins from

$2,212

per Cabin

‌

14 nights

Scarlet Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,212

per Cabin

‌

Departing on:

Sun, Oct 11 - Sun, Oct 25

from (US$)$2,212

Miami to Grand Turk: Halloween Edition

Miami, Florida • Grand Turk • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,846

per Cabin

‌

6 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,846

per Cabin

‌

Departing on:

Sun, Oct 25 - Sat, Oct 31

from (US$)$1,846

Mexico & Bimini: Halloween Edition

Miami, Florida • Cozumel (Playa del Carmen) • Costa Maya • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,968

per Cabin

‌

6 nights

Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,968

per Cabin

‌

Departing on:

Mon, Oct 26 - Sun, Nov 01

from (US$)$1,968

Picturesque Panama Canal Collective

Los Angeles, California • Cabo San Lucas • Puerto Quetzal • Puntarenas • Panama City • Panama Canal (Cruising) • Cartagena • Miami, Florida

Insider cabins from

$6,292

per Cabin

‌

17 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$6,292

per Cabin

‌

Departing on:

Thu, Oct 29 - Sun, Nov 15

from (US$)$6,292

Scarlet's Haunted Halloween Soirée

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,688

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,688

per Cabin

‌

Departing on:

Sat, Oct 31 - Thu, Nov 05

from (US$)$1,688

Valiant's Haunted Halloween Soirée

San Juan • Willemstad • Oranjestad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,366

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,366

per Cabin

‌

Departing on:

Sat, Oct 31 - Sat, Nov 07

from (US$)$2,366

November Nights in the Eastern Caribbean

Miami, Florida • Puerto Plata • San Juan • Tortola • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,544

per Cabin

‌

8 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,544

per Cabin

‌

Departing on:

Sun, Nov 08 - Mon, Nov 16

from (US$)$2,544

Caribbean East: Virgin & Saint Isles

San Juan • Tortola • Basseterre • St. John's • Castries • San Juan

Insider cabins from

$1,850

per Cabin

‌

6 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,850

per Cabin

‌

Departing on:

Sat, Jan 23 - Fri, Jan 29

from (US$)$1,850

Sat, Nov 14 - Fri, Nov 20

from (US$)$1,968

Sat, Mar 13 - Fri, Mar 19

from (US$)$2,090

St. Isles & Sun-soaked Seas

Miami, Florida • Philipsburg, St. Maarten • Tortola • Basseterre • St. John's • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,682

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,682

per Cabin

‌

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,682

Sun, Nov 15 - Wed, Nov 25

from (US$)$2,780

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,982

Captivating Costa Maya & Cozumel Charm

Miami, Florida • Costa Maya • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,908

per Cabin

‌

6 nights

Resilient Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,908

per Cabin

‌

Departing on:

Mon, Nov 16 - Sun, Nov 22

from (US$)$1,908

Thanksgiving: St. Isles, Aruba & Curaçao

San Juan • St. Thomas • Willemstad • Oranjestad • Basseterre • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,866

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,866

per Cabin

‌

Departing on:

Fri, Nov 20 - Sat, Nov 28

from (US$)$2,866

Jamaican Waves & Bimini Breeze

Miami, Florida • Ocho Rios • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,690

per Cabin

‌

5 nights

Scarlet Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,690

per Cabin

‌

Departing on:

Mon, Feb 15 - Sat, Feb 20

from (US$)$1,690

Mon, Nov 23 - Sat, Nov 28

from (US$)$1,890

Antiguan Elegance & Sunny St. Isles

San Juan • St. Thomas • Tortola • Basseterre • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,296

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Nov 28 - Sat, Dec 05

from (US$)$2,296

St. Maarten, Tortola, San Juan & more

Miami, Florida • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,680

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,680

per Cabin

‌

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,680

Mon, Nov 30 - Thu, Dec 10

from (US$)$2,780

Mon, Mar 08 - Thu, Mar 18

from (US$)$3,082

Pre-Holiday Caribbean Getaway

Miami, Florida • Philipsburg, St. Maarten • Tortola • San Juan • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,322

Valiant Caribbean Holidays

San Juan • Basseterre • Fort-de-France • Oranjestad • Willemstad • San Juan

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sat, Dec 19 - Sat, Dec 26

Brilliant Caribbean Holidays

Miami, Florida • Beach Club at Bimini • Puerto Plata • Miami, Florida

Insider cabins from

$2,192

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,192

per Cabin

‌

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,192

Valiant New Year's Ahoy!

San Juan • Philipsburg, St. Maarten • Fort-de-France • Bridgetown • Castries • St. John's • San Juan

Insider cabins from

$4,186

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$4,186

per Cabin

‌

Departing on:

Sat, Dec 26 - Sat, Jan 02

from (US$)$4,186

Brilliant New Year's Ahoy!

Miami, Florida • Philipsburg, St. Maarten • Basseterre • Tortola • St. John's • Beach Club at Bimini • Miami, Florida

Insider cabins from

$5,380

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,380

per Cabin

‌

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$5,380

Puerto Rico to Aruba, Bonaire & More

San Juan • Oranjestad • Willemstad • Kralendijk • Fort-de-France • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,624

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,624

per Cabin

‌

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$2,624

San Juan & St. Isles: Valentine’s Voyage

Miami, Florida • Philipsburg, St. Maarten • Tortola • St. Croix • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,980

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,980

per Cabin

‌

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,980

Key West & Bimini: Valentine’s Voyage

Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,432

per Cabin

‌

4 nights

Scarlet Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,432

per Cabin

‌

Departing on:

Thu, Feb 11 - Mon, Feb 15

from (US$)$1,432

Lesser Antilles: Valentine's Day

San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,438

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,438

per Cabin

‌

Departing on:

Sat, Feb 13 - Sat, Feb 20

from (US$)$2,438

PR, DR & Bimini: Valentine’s Voyage

Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,660

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,660

per Cabin

‌

Departing on:

Sun, Feb 14 - Sun, Feb 21

from (US$)$2,660

Saint Isles & The Greater Antilles

San Juan • Tortola • Castries • Bridgetown • Roseau • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,296

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Feb 20 - Sat, Feb 27

from (US$)$2,296

Barbados, Dominica & St. Isle Spring

San Juan • St. Thomas • Bridgetown • Kingstown • Roseau • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,786

per Cabin

‌

8 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Fri, Mar 19 - Sat, Mar 27

Colorful Curaçao, Aruba & Antigua

San Juan • Willemstad • Oranjestad • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$2,436

per Cabin

‌

7 nights

Valiant Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,436

per Cabin

‌

Departing on: