Explore 382 cruise vacations

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 02 - Sat, Jan 09

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,416

Sat, Nov 08 - Sat, Nov 15

from (US$)$2,800

Sunsets in the Lesser Antilles

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

Insider cabins from

$2,156

per Cabin

‌

7 nights

Resilient Lady & Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 09 - Sat, Jan 16

Sat, Mar 15 - Sat, Mar 22

from (US$)$3,920

Sat, Mar 14 - Sat, Mar 21

from (US$)$2,226

Puerto Rican Daze & Caribbean Nights

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

Sea Terrace cabins from

$4,900

per Cabin

‌

10 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$4,900

per Cabin

‌

Departing on:

Sat, Mar 22 - Tue, Apr 01

from (US$)$4,900

Colombia & Caribbean Islands

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

Sea View cabins from

$3,852

per Cabin

‌

11 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,852

per Cabin

‌

Departing on:

Tue, Apr 01 - Sat, Apr 12

from (US$)$3,852

San Juan to Spanish Island Nights

San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona

Insider cabins from

$2,214

per Cabin

‌

14 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,214

per Cabin

‌

Departing on:

Sat, Apr 12 - Sat, Apr 26

from (US$)$2,214

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

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$)$2,310

Sat, Nov 07 - Sat, Nov 14

Sun-Soaked Seas & Saint Isles

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

Insider cabins from

$3,380

per Cabin

‌

10 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,380

per Cabin

‌

Departing on:

Sat, Nov 22 - Tue, Dec 02

Cartagena & Caribbean Faves

San Juan • Cartagena • Willemstad • Oranjestad • Fort-de-France • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$3,720

per Cabin

‌

11 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,720

per Cabin

‌

Departing on:

Tue, Dec 02 - Sat, Dec 13

from (US$)$3,720

St. Lucia, St. Maarten, Barbados & More

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

Insider cabins from

$1,946

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Dec 13 - Sat, Dec 20

Valiant Caribbean Holidays

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

Insider cabins from

$2,368

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% 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 • Philipsburg, St. Maarten • Basseterre • Castries • Bridgetown • St. Croix • San Juan

Insider cabins from

$3,768

per Cabin

‌

7 nights

Valiant Lady

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 10 - Sat, Jan 17

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 24 - Sat, Jan 31

Quintessential Caribbean Highlights

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

Insider cabins from

$3,380

per Cabin

‌

10 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,380

per Cabin

‌

Departing on:

Sat, Jan 31 - Tue, Feb 10

Cartagena, Aruba, Antigua & More

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

Insider cabins from

$3,718

per Cabin

‌

11 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,718

per Cabin

‌

Departing on:

Tue, Feb 10 - Sat, Feb 21

from (US$)$3,718

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

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

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

Tortola, Charleston, Newport & More

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

Insider cabins from

$2,684

per Cabin

‌

9 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,684

per Cabin

‌

Departing on:

Sat, Mar 28 - Mon, Apr 06

from (US$)$2,684

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

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

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

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Nov 28 - Sat, Dec 05

Valiant Caribbean Holidays

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

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sat, Dec 19 - Sat, Dec 26

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

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

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

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Feb 20 - Sat, Feb 27

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,436

per Cabin

‌

Departing on:

Sat, Mar 27 - Sat, Apr 03

from (US$)$2,436

‌

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Showing 47 cruise vacations that match your search

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

Resilient Lady & Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 02 - Sat, Jan 09

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,416

Sat, Nov 08 - Sat, Nov 15

from (US$)$2,800

Sunsets in the Lesser Antilles

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

Insider cabins from

$2,156

per Cabin

‌

7 nights

Resilient Lady & Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,156

per Cabin

‌

Departing on:

Sat, Jan 09 - Sat, Jan 16

Sat, Mar 15 - Sat, Mar 22

from (US$)$3,920

Sat, Mar 14 - Sat, Mar 21

from (US$)$2,226

Puerto Rican Daze & Caribbean Nights

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

Sea Terrace cabins from

$4,900

per Cabin

‌

10 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

$4,900

per Cabin

‌

Departing on:

Sat, Mar 22 - Tue, Apr 01

from (US$)$4,900

Colombia & Caribbean Islands

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

Sea View cabins from

$3,852

per Cabin

‌

11 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,852

per Cabin

‌

Departing on:

Tue, Apr 01 - Sat, Apr 12

from (US$)$3,852

San Juan to Spanish Island Nights

San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona

Insider cabins from

$2,214

per Cabin

‌

14 nights

Resilient Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,214

per Cabin

‌

Departing on:

Sat, Apr 12 - Sat, Apr 26

from (US$)$2,214

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

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$)$2,310

Sat, Nov 07 - Sat, Nov 14

Sun-Soaked Seas & Saint Isles

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

Insider cabins from

$3,380

per Cabin

‌

10 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,380

per Cabin

‌

Departing on:

Sat, Nov 22 - Tue, Dec 02

Cartagena & Caribbean Faves

San Juan • Cartagena • Willemstad • Oranjestad • Fort-de-France • St. John's • Philipsburg, St. Maarten • San Juan

Insider cabins from

$3,720

per Cabin

‌

11 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,720

per Cabin

‌

Departing on:

Tue, Dec 02 - Sat, Dec 13

from (US$)$3,720

St. Lucia, St. Maarten, Barbados & More

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

Insider cabins from

$1,946

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Dec 13 - Sat, Dec 20

Valiant Caribbean Holidays

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

Insider cabins from

$2,368

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% 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 • Philipsburg, St. Maarten • Basseterre • Castries • Bridgetown • St. Croix • San Juan

Insider cabins from

$3,768

per Cabin

‌

7 nights

Valiant Lady

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 10 - Sat, Jan 17

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,946

per Cabin

‌

Departing on:

Sat, Jan 24 - Sat, Jan 31

Quintessential Caribbean Highlights

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

Insider cabins from

$3,380

per Cabin

‌

10 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,380

per Cabin

‌

Departing on:

Sat, Jan 31 - Tue, Feb 10

Cartagena, Aruba, Antigua & More

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

Insider cabins from

$3,718

per Cabin

‌

11 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$3,718

per Cabin

‌

Departing on:

Tue, Feb 10 - Sat, Feb 21

from (US$)$3,718

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

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

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

Tortola, Charleston, Newport & More

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

Insider cabins from

$2,684

per Cabin

‌

9 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,684

per Cabin

‌

Departing on:

Sat, Mar 28 - Mon, Apr 06

from (US$)$2,684

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

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

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

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Nov 28 - Sat, Dec 05

Valiant Caribbean Holidays

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

Insider cabins from

$2,786

per Cabin

‌

7 nights

Valiant Lady

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,786

per Cabin

‌

Departing on:

Sat, Dec 19 - Sat, Dec 26

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

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

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

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

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

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,296

per Cabin

‌

Departing on:

Sat, Feb 20 - Sat, Feb 27

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

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

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,436

per Cabin

‌

Departing on: