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Showing cruise vacations: All Destinations, February 2026 - May 2026

Quick find:

2 Sailors , 1 Cabin

Sails Valiant Lady

Showing 10 cruise vacations that match your search

Southern Caribbean Cruise

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

RockStar Quarters suites from

CA$11,581

per Cabin

7 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

RockStar Quarters suites from

CA$11,581

per Cabin

Departing on:

Sat, Feb 21 - Sat, Feb 28

from (CA$)$11,581

Only suites remaining

Southern Caribbean Cruise

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

CA$3,057~~CA$4,805~~

per Cabin

7 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

CA$3,057~~CA$4,805~~

per Cabin

Departing on:

Sat, Feb 28 - Sat, Mar 07

from (CA$)$3,057

OUR MOST INCLUSIVE OFFER

Up to $300 credit on NYC + LA routes

Plus 80% off 2nd Sailor + up to $350 in free drinks. Don’t sleep on it!

SCORE THE SAVINGS

Southern Caribbean Cruise

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

Sea Terrace cabins from

CA$4,174~~CA$6,670~~

per Cabin

7 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

CA$4,174~~CA$6,670~~

per Cabin

Departing on:

Sat, Mar 07 - Sat, Mar 14

from (CA$)$4,174

Southern Caribbean & Aruban Nights

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

Sea Terrace cabins from

CA$3,574~~CA$5,690~~

per Cabin

7 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

CA$3,574~~CA$5,690~~

per Cabin

Departing on:

Sat, Mar 14 - Sat, Mar 21

from (CA$)$3,574

Southern Caribbean Cruise

San Juan, Puerto Rico
Tortola, British Virgin Islands
Bridgetown, Barbados
Castries, St. Lucia
St. John's, Antigua
Philipsburg, St. Maarten
San Juan, Puerto Rico

Sea Terrace cabins from

CA$3,774~~CA$5,982~~

per Cabin

7 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Sea Terrace cabins from

CA$3,774~~CA$5,982~~

per Cabin

Departing on:

Sat, Mar 21 - Sat, Mar 28

from (CA$)$3,774

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

CA$2,284~~CA$3,374~~

per Cabin

9 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

CA$2,284~~CA$3,374~~

per Cabin

Departing on:

Sat, Mar 28 - Mon, Apr 06

from (CA$)$2,284

The Big Apple to Bermuda

New York City, New York
Royal Naval Dockyard, Bermuda
New York City, New York

Insider cabins from

CA$1,984~~CA$2,740~~

per Cabin

5 nights

Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

CA$1,984~~CA$2,740~~

per Cabin

Departing on:

Mon, Apr 06 - Sat, Apr 11

from (CA$)$1,984

Virgin Voyages Comedy Fest New York

New York City, New York
Royal Naval Dockyard, Bermuda
New York City, New York

Insider cabins from

CA$1,700~~CA$2,264~~

per Cabin

5 nights

Valiant Lady

Up to $100 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

CA$1,700~~CA$2,264~~

per Cabin

Departing on:

Sat, Apr 11 - Thu, Apr 16

from (CA$)$1,700

Bermuda Beauty to East Coast Elegance

New York City, New York
Royal Naval Dockyard, Bermuda
Nassau, Bahamas
Charleston, South Carolina
New York City, New York

Insider cabins from

CA$2,544~~CA$3,470~~

per Cabin

9 nights

Valiant Lady

Up to $250 in drinks

Getaways for 80% off 2nd Sailor

Insider cabins from

CA$2,544~~CA$3,470~~

per Cabin

Departing on:

Thu, Apr 16 - Sat, Apr 25

from (CA$)$2,544

New York Transatlantic to Spain

New York City, New York
Ponta Delgada, Azores
Funchal, Madeira, Portugal
Tangier, Morocco
Málaga, Spain
Palma de Mallorca, Spain
Barcelona

Sea View cabins from

CA$4,753~~CA$7,353~~

per Cabin

14 nights

Valiant Lady

Up to $350 in drinks

Getaways for 80% off 2nd Sailor

Sea View cabins from

CA$4,753~~CA$7,353~~

per Cabin

Departing on:

Sat, Apr 25 - Sat, May 09

from (CA$)$4,753