Explore 375 cruise vacations

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,228 ~~$3,398~~

per Cabin

Departing on:

Sat, Mar 21 - Sat, Mar 28

from (US$)$2,228

Sat, Nov 08 - Sat, Nov 15

from (US$)$3,290

Western Caribbean Charm

Miami, Florida • Costa Maya, Mexico • Roatán, Honduras • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$2,100 ~~$3,020~~

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,100 ~~$3,020~~

per Cabin

Departing on:

Sun, Nov 09 - Sat, Nov 15

from (US$)$2,100

San Juan Sunrises & Dominican Dreams

Miami, Florida • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,656

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,656

per Cabin

Departing on:

Sat, Nov 15 - Sat, Nov 22

from (US$)$1,656

Sat, Jan 31 - Sat, Feb 07

from (US$)$2,088

Sat, Feb 28 - Sat, Mar 07

from (US$)$2,088

Sunny Miles of Tropical Isles

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Castries, St. Lucia • Fort-de-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Insider cabins from

$2,086 ~~$3,184~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,086 ~~$3,184~~

per Cabin

Departing on:

Sat, Feb 28 - Sat, Mar 07

from (US$)$2,086

Sat, Nov 15 - Sat, Nov 22

from (US$)$2,730

Sunny San Juan & Isles of Beach Miles

Miami, Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Croix, U.S. Virgin Islands • Miami, Florida

Insider cabins from

$2,384 ~~$3,588~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,384 ~~$3,588~~

per Cabin

Departing on:

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,384

Thu, Feb 12 - Fri, Feb 20

from (US$)$2,386

Miami, Grand Turk (& back)

Miami, Florida • Grand Turk, Turks and Caicos • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,692 ~~$2,478~~

per Cabin

5 nights

Scarlet Lady & Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,692 ~~$2,478~~

per Cabin

Departing on:

Fri, Jan 16 - Wed, Jan 21

from (US$)$1,692

Fri, Nov 21 - Wed, Nov 26

from (US$)$1,850

Sun, Nov 30 - Fri, Dec 05

from (US$)$1,800

Cayman Coves & Jamaican Waterfalls

Miami, Florida • Ocho Rios, Jamaica • George Town, Grand Cayman • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,946 ~~$2,840~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946 ~~$2,840~~

per Cabin

Departing on:

Sat, Jan 24 - Sat, Jan 31

Sat, Nov 22 - Sat, Nov 29

from (US$)$2,086

Sat, Dec 06 - Sat, Dec 13

from (US$)$2,086

Thanksgiving in the Lesser Antilles

San Juan, Puerto Rico • Tortola, British Virgin Islands • Basseterre, St. Kitts and Nevis • St. John's, Antigua • Castries, St. Lucia • Charlotte Amalie, St. Thomas • San Juan, Puerto Rico

Insider cabins from

$1,658

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,658

per Cabin

Departing on:

Sat, Nov 22 - Sat, Nov 29

from (US$)$1,658

Antigua Waves & Grand Turk Caves

Miami, Florida • Grand Turk, Turks and Caicos • St. John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Miami, Florida

Insider cabins from

$2,132

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,132

per Cabin

Departing on:

Fri, Nov 28 - Sun, Dec 07

from (US$)$2,132

Fri, Feb 20 - Sun, Mar 01

from (US$)$2,324

San Juan to Barbados & the St. Isles

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Bridgetown, Barbados • San Juan, Puerto Rico

Sea View cabins from

$1,538

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

$1,538

per Cabin

Departing on:

Sat, Nov 29 - Fri, Dec 05

from (US$)$1,538

San Juan, Samaná & Bimini

Miami, Florida • San Juan, Puerto Rico • Samaná, Dominican Republic • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,946 ~~$2,868~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946 ~~$2,868~~

per Cabin

Departing on:

Sat, Jan 17 - Sat, Jan 24

Sat, Nov 29 - Sat, Dec 06

from (US$)$2,310

Aruba, Curaçao and the Lesser Antilles

San Juan, Puerto Rico • Willemstad, Curaçao • Oranjestad, Aruba • Roseau, Dominica • St. John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Insider cabins from

$2,480 ~~$3,788~~

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,480 ~~$3,788~~

per Cabin

Departing on:

Fri, Dec 05 - Sat, Dec 13

from (US$)$2,480

Aruban Sunsets & Calm Cayman Days

Miami, Florida • Oranjestad, Aruba • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Grand Cayman • Miami, Florida

Insider cabins from

$2,606

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,606

per Cabin

Departing on:

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,606

Sun, Mar 01 - Thu, Mar 12

from (US$)$2,838

St. Lucia, St. Maarten, Barbados & More

San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Roseau, Dominica • Bridgetown, Barbados • Philipsburg, St. Maarten • San Juan, Puerto Rico

Sea View cabins from

$2,800 ~~$4,316~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

$2,800 ~~$4,316~~

per Cabin

Departing on:

Sat, Dec 13 - Sat, Dec 20

from (US$)$2,800

Brilliant Caribbean Holidays

Miami, Florida • Grand Turk, Turks and Caicos • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Samaná, Dominican Republic • Miami, Florida

Insider cabins from

$3,184 ~~$4,872~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,184 ~~$4,872~~

per Cabin

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$3,184

Resilient Caribbean Holidays

Miami, Florida • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$2,786 ~~$4,186~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,786 ~~$4,186~~

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

from (US$)$2,786

Valiant Caribbean Holidays

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St. John's, Antigua • Castries, St. Lucia • Tortola, British Virgin Islands • San Juan, Puerto Rico

Insider cabins from

$2,368 ~~$3,610~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368 ~~$3,610~~

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

from (US$)$2,368

Scarlet Caribbean Holidays

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

Insider cabins from

$1,802 ~~$2,650~~

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,802 ~~$2,650~~

per Cabin

Departing on:

Wed, Dec 24 - Sun, Dec 28

from (US$)$1,802

Brilliant New Year's Ahoy!

Miami, Florida • Grand Turk, Turks and Caicos • St. John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Miami, Florida

Insider cabins from

$4,662 ~~$7,252~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$4,662 ~~$7,252~~

per Cabin

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$4,662

Resilient New Year's Ahoy!

Miami, Florida • Ocho Rios, Jamaica • George Town, Grand Cayman • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$4,130 ~~$6,326~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$4,130 ~~$6,326~~

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$4,130

Valiant New Year’s Ahoy!

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • St. Croix, U.S. Virgin Islands • San Juan, Puerto Rico

Insider cabins from

$4,130 ~~$6,454~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$4,130 ~~$6,454~~

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$4,130

Scarlet New Year's Ahoy!

Miami, Florida • Cozumel, Mexico • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$2,890 ~~$4,312~~

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,890 ~~$4,312~~

per Cabin

Departing on:

Sun, Dec 28 - Fri, Jan 02

from (US$)$2,890

Aruban Sights & Antiguan Nights

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curaçao • St. John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Insider cabins from

$2,088 ~~$3,180~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,088 ~~$3,180~~

per Cabin

Departing on:

Sat, Jan 03 - Sat, Jan 10

from (US$)$2,088

Cozumel, Grand Cayman & Bimini

Miami, Florida • George Town, Grand Cayman • Cozumel, Mexico • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,948 ~~$2,772~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948 ~~$2,772~~

per Cabin

Departing on:

Sat, Jan 03 - Sat, Jan 10

from (US$)$1,948

Aruba, Bonaire, Colombia, Jamaica & More

Miami, Florida • Oranjestad, Aruba • Kralendijk, Bonaire • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Grand Cayman • Miami, Florida

Insider cabins from

$2,840 ~~$4,262~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,840 ~~$4,262~~

per Cabin

Departing on:

Sun, Jan 04 - Thu, Jan 15

from (US$)$2,840

Cayman Isles & Jamaican Miles

Miami, Florida • George Town, Grand Cayman • Ocho Rios, Jamaica • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$1,946 ~~$2,840~~

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946 ~~$2,840~~

per Cabin

Departing on:

Sat, Jan 10 - Sat, Jan 17

Sat, Mar 07 - Sat, Mar 14

from (US$)$2,226

Virgin Island Views & Saint Isle Blues

San Juan, Puerto Rico • Tortola, British Virgin Islands • Bridgetown, Barbados • Kingstown, St. Vincent • Basseterre, St. Kitts and Nevis • St. Croix, U.S. Virgin Islands • San Juan, Puerto Rico

Insider cabins from

$1,946 ~~$2,968~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946 ~~$2,968~~

per Cabin

Departing on:

Sat, Jan 10 - Sat, Jan 17

St. Kitts, Barbados, Martinique & More

San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Bridgetown, Barbados • Fort-de-France, Martinique • St. John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Insider cabins from

$2,310 ~~$3,536~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,310 ~~$3,536~~

per Cabin

Departing on:

Sat, Jan 17 - Sat, Jan 24

from (US$)$2,310

Barbados, Antigua, BVI & More

San Juan, Puerto Rico • Tortola, British Virgin Islands • Bridgetown, Barbados • Fort-de-France, Martinique • St. John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Insider cabins from

$2,310 ~~$3,530~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,310 ~~$3,530~~

per Cabin

Departing on:

Sat, Jan 24 - Sat, Jan 31

from (US$)$2,310

Grand Turk, Puerto Plata & Bimini

Miami, Florida • The Beach Club at Bimini, Bahamas • Puerto Plata, Dominican Republic • Grand Turk, Turks and Caicos • Miami, Florida

Insider cabins from

$1,982 ~~$2,918~~

per Cabin

6 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,982 ~~$2,918~~

per Cabin

Departing on:

Mon, Jan 26 - Sun, Feb 01

from (US$)$1,982

Antigua & the St. Isles

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St. John's, Antigua • Castries, St. Lucia • Charlotte Amalie, St. Thomas • San Juan, Puerto Rico

Insider cabins from

$2,242 ~~$3,402~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,242 ~~$3,402~~

per Cabin

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$2,242

Magnetic Miami to Gorgeous George Town

Miami, Florida • Willemstad, Curaçao • Oranjestad, Aruba • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Grand Cayman • Miami, Florida

Insider cabins from

$2,840 ~~$4,258~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,840 ~~$4,258~~

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

from (US$)$2,840

St. Lucia, Barbados & More

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Charlotte Amalie, St. Thomas • San Juan, Puerto Rico

Insider cabins from

$1,948 ~~$2,934~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948 ~~$2,934~~

per Cabin

Departing on:

Sat, Feb 07 - Sat, Feb 14

from (US$)$1,948

Aruba, Curaçao and the St. Isles

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curaçao • St. Croix, U.S. Virgin Islands • Philipsburg, St. Maarten • San Juan, Puerto Rico

Insider cabins from

$1,948 ~~$2,958~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948 ~~$2,958~~

per Cabin

Departing on:

Sat, Feb 14 - Sat, Feb 21

from (US$)$1,948

Antigua, Martinique, & Barbados & More

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-de-France, Martinique • St. John's, Antigua • Tortola, British Virgin Islands • San Juan, Puerto Rico

Insider cabins from

$2,450 ~~$3,754~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,450 ~~$3,754~~

per Cabin

Departing on:

Sat, Feb 21 - Sat, Feb 28

from (US$)$2,450

Quaint Castries to Elegant Antigua

San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Fort-de-France, Martinique • St. John's, Antigua • Tortola, British Virgin Islands • San Juan, Puerto Rico

Insider cabins from

$2,560 ~~$3,942~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,560 ~~$3,942~~

per Cabin

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (US$)$2,560

Gorgeous Antigua, St. Kitts & Bimini

Miami, Florida • Puerto Plata, Dominican Republic • St. John's, Antigua • Basseterre, St. Kitts and Nevis • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$2,324 ~~$3,452~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,324 ~~$3,452~~

per Cabin

Departing on:

Thu, Mar 12 - Sat, Mar 21

from (US$)$2,324

Costa Mayan Caves & Honduran Waves

Miami, Florida • Costa Maya, Mexico • Roatán, Honduras • Cozumel, Mexico • Miami, Florida

Insider cabins from

$2,028 ~~$2,950~~

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,028 ~~$2,950~~

per Cabin

Departing on:

Sat, Mar 14 - Fri, Mar 20

from (US$)$2,028

Sunsets in the Lesser Antilles

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curaçao • Fort-de-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Insider cabins from

$2,228 ~~$3,418~~

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,228 ~~$3,418~~

per Cabin

Departing on:

Sat, Mar 14 - Sat, Mar 21

from (US$)$2,228

RED HOT

Puerto Rican Nights & St. Croix Delights

Miami, Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix, U.S. Virgin Islands • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

$2,546 ~~$3,808~~

per Cabin

8 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,546 ~~$3,808~~

per Cabin

Departing on:

Fri, Mar 20 - Sat, Mar 28

from (US$)$2,546

Tortola, Charleston, Newport & More

San Juan, Puerto Rico • Tortola, British Virgin Islands • Puerto Plata, Dominican Republic • Charleston, South Carolina • Newport, Rhode Island • New York City, New York

Insider cabins from

$2,144 ~~$3,184~~

per Cabin

9 nights

Valiant Lady