Explore 371 cruise vacations

Showing 32 cruise vacations: All Destinations, November 2025 - March 2026

Showing 8 cruise vacations that match your search

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

$2,235 ~~$3,740~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,235 ~~$3,740~~

per Cabin

Departing on:

2025

Sat, Nov 22 - Sat, Nov 29

from (US$)$2,235

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

Insider cabins from

$1,715 ~~$2,858~~

per Cabin

6 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,715 ~~$2,858~~

per Cabin

Departing on:

2025

Sat, Nov 29 - Fri, Dec 05

from (US$)$1,715

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

$2,262 ~~$3,788~~

per Cabin

8 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,262 ~~$3,788~~

per Cabin

Departing on:

2025

Fri, Dec 05 - Sat, Dec 13

from (US$)$2,262

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

$2,049 ~~$3,402~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,049 ~~$3,402~~

per Cabin

Departing on:

2026

Sat, Jan 31 - Sat, Feb 07

from (US$)$2,049

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

$2,172 ~~$3,628~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,172 ~~$3,628~~

per Cabin

Departing on:

2026

Sat, Feb 07 - Sat, Feb 14

from (US$)$2,172

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

$2,168 ~~$3,652~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,168 ~~$3,652~~

per Cabin

Departing on:

2026

Sat, Feb 14 - Sat, Feb 21

from (US$)$2,168

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

$2,341 ~~$3,766~~

per Cabin

7 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,341 ~~$3,766~~

per Cabin

Departing on:

2026

Sat, Feb 28 - Sat, Mar 07

from (US$)$2,341

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

$2,586 ~~$4,076~~

per Cabin

9 nights

Valiant Lady

BOOK NOW

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,586 ~~$4,076~~

per Cabin

Departing on: