Explore 395 cruise vacations

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$235

per Sailor per night

‌

Departing on:

Mon, Sep 15 - Tue, Sep 23

from (US$)$235

Autumn Leaves: New York to Quebec

New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City

Insider cabins from

$150

per Sailor per night

‌

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

$150

per Sailor per night

‌

Departing on:

Tue, Sep 23 - Fri, Oct 03

from (US$)$150

Fall Leaves to Miami Scenes

Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida

Insider cabins from

$130

per Sailor per night

‌

13 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$130

per Sailor per night

‌

Departing on:

Fri, Oct 03 - Thu, Oct 16

RED HOT

Brilliant Lady Miami MerMaiden

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

Insider cabins from

$200

per Sailor per night

‌

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

$200

per Sailor per night

‌

Departing on:

Fri, Oct 17 - Sat, Oct 25

from (US$)$200

Western Caribbean: From Miami to Bimini

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

Insider cabins from

$155

per Sailor per night

‌

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

$155

per Sailor per night

‌

Departing on:

Sat, Nov 01 - Sat, Nov 08

from (US$)$155

Colorful Curaçao to the Charming Caymans

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

Insider cabins from

$131

per Sailor per night

‌

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

$131

per Sailor per night

‌

Departing on:

Sat, Nov 08 - Thu, Nov 20

Sunny San Juan & Isles of Beach Miles

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

Insider cabins from

$149

per Sailor per night

‌

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

$149

per Sailor per night

‌

Departing on:

Thu, Feb 12 - Fri, Feb 20

from (US$)$149

Thu, Nov 20 - Fri, Nov 28

from (US$)$151

Antigua Waves & Grand Turk Caves

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Fri, Feb 20 - Sun, Mar 01

Fri, Nov 28 - Sun, Dec 07

from (US$)$132

Fri, Jan 23 - Sun, Feb 01

from (US$)$179

Aruban Sunsets & Calm Cayman Days

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Sun, Mar 01 - Thu, Mar 12

Sun, Dec 07 - Thu, Dec 18

Brilliant Caribbean Holidays

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

Insider cabins from

$196

per Sailor per night

‌

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

$196

per Sailor per night

‌

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$196

Brilliant New Year's Ahoy!

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

Insider cabins from

$260

per Sailor per night

‌

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

$260

per Sailor per night

‌

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$260

Aruba, Bonaire, Colombia, Jamaica & More

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

Insider cabins from

$130

per Sailor per night

‌

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

$130

per Sailor per night

‌

Departing on:

Sun, Jan 04 - Thu, Jan 15

RED HOT

Grand Turk Tranquility & St. Croix Charm

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

Insider cabins from

$202

per Sailor per night

‌

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

$202

per Sailor per night

‌

Departing on:

Thu, Jan 15 - Fri, Jan 23

from (US$)$202

Magnetic Miami to Gorgeous George Town

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

Insider cabins from

$130

per Sailor per night

‌

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

$130

per Sailor per night

‌

Departing on:

Sun, Feb 01 - Thu, Feb 12

Gorgeous Antigua, St. Kitts & Bimini

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Thu, Mar 12 - Sat, Mar 21

‌

‌
‌
‌
‌

‌

‌‌

‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌

‌‌

‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌

‌‌

‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌‌

‌

‌ ‌

‌

‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌‌

Showing 19 cruise vacations that match your search

Fall Colors: Coastal Northeast & Canada

New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • New York City, New York

Insider cabins from

$235

per Sailor per night

‌

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

$235

per Sailor per night

‌

Departing on:

Mon, Sep 15 - Tue, Sep 23

from (US$)$235

Autumn Leaves: New York to Quebec

New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City

Insider cabins from

$150

per Sailor per night

‌

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

$150

per Sailor per night

‌

Departing on:

Tue, Sep 23 - Fri, Oct 03

from (US$)$150

Fall Leaves to Miami Scenes

Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida

Insider cabins from

$130

per Sailor per night

‌

13 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$130

per Sailor per night

‌

Departing on:

Fri, Oct 03 - Thu, Oct 16

RED HOT

Brilliant Lady Miami MerMaiden

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

Insider cabins from

$200

per Sailor per night

‌

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

$200

per Sailor per night

‌

Departing on:

Fri, Oct 17 - Sat, Oct 25

from (US$)$200

Western Caribbean: From Miami to Bimini

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

Insider cabins from

$155

per Sailor per night

‌

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

$155

per Sailor per night

‌

Departing on:

Sat, Nov 01 - Sat, Nov 08

from (US$)$155

Colorful Curaçao to the Charming Caymans

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

Insider cabins from

$131

per Sailor per night

‌

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

$131

per Sailor per night

‌

Departing on:

Sat, Nov 08 - Thu, Nov 20

Sunny San Juan & Isles of Beach Miles

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

Insider cabins from

$149

per Sailor per night

‌

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

$149

per Sailor per night

‌

Departing on:

Thu, Feb 12 - Fri, Feb 20

from (US$)$149

Thu, Nov 20 - Fri, Nov 28

from (US$)$151

Antigua Waves & Grand Turk Caves

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Fri, Feb 20 - Sun, Mar 01

Fri, Nov 28 - Sun, Dec 07

from (US$)$132

Fri, Jan 23 - Sun, Feb 01

from (US$)$179

Aruban Sunsets & Calm Cayman Days

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Sun, Mar 01 - Thu, Mar 12

Sun, Dec 07 - Thu, Dec 18

Brilliant Caribbean Holidays

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

Insider cabins from

$196

per Sailor per night

‌

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

$196

per Sailor per night

‌

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$196

Brilliant New Year's Ahoy!

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

Insider cabins from

$260

per Sailor per night

‌

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

$260

per Sailor per night

‌

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$260

Aruba, Bonaire, Colombia, Jamaica & More

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

Insider cabins from

$130

per Sailor per night

‌

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

$130

per Sailor per night

‌

Departing on:

Sun, Jan 04 - Thu, Jan 15

RED HOT

Grand Turk Tranquility & St. Croix Charm

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

Insider cabins from

$202

per Sailor per night

‌

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

$202

per Sailor per night

‌

Departing on:

Thu, Jan 15 - Fri, Jan 23

from (US$)$202

Magnetic Miami to Gorgeous George Town

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

Insider cabins from

$130

per Sailor per night

‌

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

$130

per Sailor per night

‌

Departing on:

Sun, Feb 01 - Thu, Feb 12

Gorgeous Antigua, St. Kitts & Bimini

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

Insider cabins from

$129

per Sailor per night

‌

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

$129

per Sailor per night

‌

Departing on:

Thu, Mar 12 - Sat, Mar 21