Explore 381 cruise vacations

Sat, Mar 21 - Sat, Mar 28

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,228

per Cabin

Departing on:

2026Best Rate

Sat, Nov 08 - Sat, Nov 15

from (US$)$3,290

Sat, Jan 02 - Sat, Jan 09

Sunny Miles of Tropical Isles

San Juan, Puerto Rico • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

Sat, Nov 15 - Sat, Nov 22

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

2025Best Rate

from (US$)$1,946

Sat, Feb 28 - Sat, Mar 07

from (US$)$2,086

Sat, Nov 07 - Sat, Nov 14

from (US$)$2,366

Thanksgiving in the Lesser Antilles

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

Insider cabins from

$2,088

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,088

per Cabin

Departing on:

Sat, Nov 22 - Sat, Nov 29

from (US$)$2,088

San Juan to Barbados & the St. Isles

San Juan, Puerto Rico • Philipsburg • Basseterre • Roseau • Bridgetown • San Juan, Puerto Rico

Insider cabins from

$1,550

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,550

per Cabin

Departing on:

Sat, Nov 29 - Fri, Dec 05

from (US$)$1,550

Aruba, Curaçao and the Lesser Antilles

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

Insider cabins from

$2,064

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,064

per Cabin

Departing on:

Fri, Dec 05 - Sat, Dec 13

from (US$)$2,064

St. Lucia, St. Maarten, Barbados & More

San Juan, Puerto Rico • Basseterre • Castries • Roseau • Bridgetown • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,086

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,086

per Cabin

Departing on:

Sat, Dec 13 - Sat, Dec 20

from (US$)$2,086

Valiant Caribbean Holidays

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

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

Valiant New Year’s Ahoy!

San Juan, Puerto Rico • Philipsburg • Basseterre • Castries • Bridgetown • St. Croix • San Juan, Puerto Rico

Insider cabins from

$3,768

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,768

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,768

Aruban Sights & Antiguan Nights

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

Insider cabins from

$2,088

per Cabin

7 nights

Valiant Lady

Sat, Jan 03 - Sat, Jan 10

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,088

per Cabin

Departing on:

2026Best Rate

from (US$)$2,088

Sat, Feb 06 - Sat, Feb 13

from (US$)$2,366

Virgin Island Views & Saint Isle Blues

San Juan, Puerto Rico • Tortola • Bridgetown • Kingstown • Basseterre • St. Croix • San Juan, Puerto Rico

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 10 - Sat, Jan 17

from (US$)$1,946

St. Kitts, Barbados, Martinique & More

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

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 17 - Sat, Jan 24

from (US$)$1,946

Barbados, Antigua, BVI & More

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

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Jan 24 - Sat, Jan 31

from (US$)$1,948

Antigua & the St. Isles

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

Insider cabins from

$1,808

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,808

per Cabin

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,808

St. Lucia, Barbados & More

San Juan, Puerto Rico • Philipsburg • Basseterre • Castries • Bridgetown • St. Thomas • San Juan, Puerto Rico

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

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 • Willemstad • St. Croix • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Feb 14 - Sat, Feb 21

from (US$)$1,948

Antigua, Martinique, & Barbados & More

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

Insider cabins from

$2,450

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,450

per Cabin

Departing on:

Sat, Feb 21 - Sat, Feb 28

from (US$)$2,450

Quaint Castries to Elegant Antigua

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

Insider cabins from

$2,226

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (US$)$2,226

Sunsets in the Lesser Antilles

San Juan, Puerto Rico • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,226

per Cabin

7 nights

Valiant Lady

Sat, Jan 09 - Sat, Jan 16

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

2027Best Rate

from (US$)$2,226

Sat, Mar 14 - Sat, Mar 21

Sat, Dec 05 - Sat, Dec 12

Tortola, Charleston, Newport & More

San Juan, Puerto Rico • 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,144

per Cabin

Departing on:

Sat, Mar 28 - Mon, Apr 06

from (US$)$2,144

Valiant's Haunted Halloween Soirée

San Juan, Puerto Rico • Willemstad • Oranjestad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Oct 31 - Sat, Nov 07

Caribbean East: Virgin & Saint Isles

San Juan, Puerto Rico • Tortola • Basseterre • St. John's • Castries • San Juan, Puerto Rico

Insider cabins from

$1,908

per Cabin

6 nights

Valiant Lady

Sat, Jan 23 - Fri, Jan 29

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,908

per Cabin

Departing on:

2027Best Rate

from (US$)$1,908

Sat, Nov 14 - Fri, Nov 20

from (US$)$2,028

Sat, Mar 13 - Fri, Mar 19

from (US$)$2,148

Thanksgiving: St. Isles, Aruba & Curaçao

San Juan, Puerto Rico • St. Thomas • Willemstad • Oranjestad • Basseterre • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,866

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,866

per Cabin

Departing on:

Fri, Nov 20 - Sat, Nov 28

from (US$)$2,866

Antiguan Elegance & Sunny St. Isles

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

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Nov 28 - Sat, Dec 05

Valiant Caribbean Holidays

San Juan, Puerto Rico • Basseterre • Fort-de-France • Oranjestad • Willemstad • San Juan, Puerto Rico

Insider cabins from

$2,788

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,788

per Cabin

Departing on:

Sat, Dec 19 - Sat, Dec 26

from (US$)$2,788

Valiant New Year's Ahoy!

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

Insider cabins from

$4,186

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$4,186

per Cabin

Departing on:

Sat, Dec 26 - Sat, Jan 02

from (US$)$4,186

Puerto Rico to Aruba, Bonaire & More

San Juan, Puerto Rico • Oranjestad • Willemstad • Kralendijk • Fort-de-France • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,704

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,704

per Cabin

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$2,704

Lesser Antilles: Valentine's Day

San Juan, Puerto Rico • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,506

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,506

per Cabin

Departing on:

Sat, Feb 13 - Sat, Feb 20

from (US$)$2,506

Saint Isles & The Greater Antilles

San Juan, Puerto Rico • Tortola • Castries • Bridgetown • Roseau • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Feb 20 - Sat, Feb 27

Barbados, Dominica & St. Isle Spring

San Juan, Puerto Rico • St. Thomas • Bridgetown • Kingstown • Roseau • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,866

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,866

per Cabin

Departing on:

Fri, Mar 19 - Sat, Mar 27

from (US$)$2,866

Colorful Curaçao, Aruba & Antigua

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

Insider cabins from

$2,506

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,506

per Cabin

Departing on: