Explore over 320 cruise vacations
Filters
Showing 248cruise vacations: All Destinations,December 2024 - May 2026
2 Sailors , 1 Cabin
Showing 248 cruise vacations that match your search
San Juan to St. Lucia: Holiday Edition
San Juan • Tortola • Philipsburg • Bridgetown • Fort-de-France • Castries • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$119
per Sailor per night
Departing on:
Eastern Caribbean Antilles
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$109
per Sailor per night
Departing on:
SAVINGS TO WRITE HOME ABOUT
80% off your 2nd Sailor + free drinks
Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.
Saint (Isles) & Seas of the Caribbean
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$120
per Sailor per night
Departing on:
Dominican Daze
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Resilient Caribbean Holidays
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$179
per Sailor per night
Departing on:
Resilient New Year's Ahoy
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$229
per Sailor per night
Departing on:
Scarlet New Year's Ahoy!
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$249
per Sailor per night
Departing on:
Valiant New Year's Ahoy!
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$350
per Sailor per night
Departing on:
Sunsets in the Lesser Antilles
San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$129
per Sailor per night
Departing on:
Western Caribbean Charm
Miami, Florida • Roatán • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$119
per Sailor per night
Departing on:
* Port changes in place on select sailings — see full cruise details
Fire & Sunset Soirées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
San Juan, St. Vincent, Barbados & More
San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Kingstown • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$141
per Sailor per night
Departing on:
Riviera Maya
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Idyllic Caribbean Isles & Colombia
San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$149
per Sailor per night
Departing on:
Resilient Valentine's Voyage
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$229
per Sailor per night
Departing on:
Scarlet Valentine's Voyage
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$119
per Sailor per night
Departing on:
Valiant Valentine's Voyage
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
San Juan, Barbados & Beyond
San Juan • Philipsburg • Castries • Bridgetown • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$169
per Sailor per night
Departing on:
Puerto Rican Daze & Caribbean Nights
San Juan • Tortola • St. John's • Basseterre • Fort-de-France • Castries • Bridgetown • Kingstown • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$110
per Sailor per night
Departing on:
Colombia & Caribbean Islands
San Juan • Cartagena • Oranjestad • Willemstad • Roseau • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$110
per Sailor per night
Departing on:
Sunny Daze in Puerto Plata & Nassau
Miami, Florida • Puerto Plata • Nassau • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$189
per Sailor per night
Departing on:
San Juan to Spanish Island Nights
San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$80
per Sailor per night
Departing on:
Barcelona to France, Italy & Greece
Barcelona • Cannes • Civitavecchia (Rome) • Valletta • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$179
per Sailor per night
Departing on:
Miami to Casablanca & Barcelona
Miami, Florida • Santa Cruz de Tenerife • Gran Canaria • Casablanca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$99
per Sailor per night
Departing on:
A Virgin Celebration Voyage (Miami)
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$169
per Sailor per night
Departing on:
Dubrovnik Days & Mykonos Nights
Piraeus (Athens) • Split • Dubrovnik • Kotor • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$221
per Sailor per night
Departing on:
Greek Island Glow
Piraeus (Athens) • Santorini • Rhodes • Bodrum • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$220
per Sailor per night
Departing on:
A Virgin Celebration Voyage (Athens)
Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$171
per Sailor per night
Departing on:
Barcelona to Palma, Ibiza & More
Barcelona • Cannes • Ajaccio, Corsica • Palma de Mallorca • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Mayan Sol
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Barcelona to Rome & More
Barcelona • Civitavecchia (Rome) • Marina di Carrara • Ajaccio, Corsica • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$206
per Sailor per night
Departing on:
Starry Nights in Greece & Croatia
Piraeus (Athens) • Santorini • Bodrum • Mykonos • Dubrovnik • Kotor • Corfu • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$169
per Sailor per night
Departing on:
Barcelona, Palma, Rome & (Many) More
Barcelona • Cannes • Palma de Mallorca • Ibiza • Ajaccio, Corsica • La Spezia • Civitavecchia (Rome) • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Southern Spain & Casablanca
Barcelona • Málaga • Cádiz • Casablanca • Valencia • Palma de Mallorca • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$191
per Sailor per night
Departing on:
Corfu, Dubrovnik & More
Piraeus (Athens) • Kotor • Dubrovnik • Corfu • Mykonos • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Barcelona to Cannes, Rome & More
Barcelona • Cannes • Marina di Carrara • Civitavecchia (Rome) • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$240
per Sailor per night
Departing on:
Florence, Rome, Palma & More
Barcelona • Palma de Mallorca • Cannes • Ajaccio, Corsica • Livorno (Florence/Pisa) • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$231
per Sailor per night
Departing on:
Istanbul, Santorini & More
Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)
Getaways for 80% off 2nd Sailor
Sea Terrace cabins from
Price$150
per Sailor per night
Departing on:
Spanish & Italian Hot Spots
Civitavecchia (Rome) • Naples • Sicily • Marina di Carrara • Ajaccio, Corsica • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Grand Cayman, Costa Maya & More
Miami, Florida • George Town • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Grand Turk, Puerto Plata & More
Miami, Florida • Puerto Plata • Grand Turk • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$230
per Sailor per night
Departing on:
A Virgin Celebration Voyage (Lisbon)
Lisbon • Leixoes (Porto) • La Coruña • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$99
per Sailor per night
Departing on:
England to Iceland & Norway
Portsmouth • Amsterdam • Bergen • Lerwick • Akureyri • Ísafjörður • Reykjavik • Reykjavik
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$240
per Sailor per night
Departing on:
Reykjavik to Amsterdam & Portsmouth
Reykjavik • Reykjavik • Ísafjörður • Akureyri • Lerwick • Amsterdam • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$99
per Sailor per night
Departing on:
Virgin Voyages Comedy Fest from Miami
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$170
per Sailor per night
Departing on:
Portsmouth to Ireland, Scotland & More
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Kirkwall • Stornoway, Isle of Lewis • Greenock (Glasgow) • Belfast • Dublin • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Virgin Voyages Comedy Fest from the UK
Portsmouth • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$180
per Sailor per night
Departing on:
Brilliant Lady New York MerMaiden
New York City, New York • Kings Wharf • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$209
per Sailor per night
Departing on:
Portsmouth to Amsterdam & Bordeaux
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Le Verdon (Bordeaux) • Portsmouth
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
The Big Apple to Bermuda
New York City, New York • Kings Wharf • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$179
per Sailor per night
Departing on:
Portsmouth to Lisbon, Casablanca & Spain
Portsmouth • La Coruña • Lisbon • Casablanca • Málaga • Ibiza • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$129
per Sailor per night
Departing on:
Northeast Atlantic Adventure
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$210
per Sailor per night
Departing on:
Nautical Northeast: NYC to Quebec
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Barcelona to Cannes, Rome & Tuscany
Barcelona • Ibiza • Palma de Mallorca • Cannes • Ajaccio, Corsica • Cagliari, Sardinia • Livorno (Florence/Pisa) • Naples • Civitavecchia (Rome)
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Canada, Carolina, & Miami
Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$119
per Sailor per night
Departing on:
Italy to France & Spain
Civitavecchia (Rome) • Cagliari, Sardinia • Marina di Carrara • Ajaccio, Corsica • Cannes • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$180
per Sailor per night
Departing on:
Scarlet's Haunted Halloween Soirée
Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$80
per Sailor per night
Departing on:
Brilliant Lady Miami MerMaiden
Miami, Florida • Philipsburg • Tortola • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Mykonos Moons to Spanish Sunrises
Piraeus (Athens) • Mykonos • Catania, Sicily • Palma de Mallorca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$205
per Sailor per night
Departing on:
Riviera Maya: Halloween Edition
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Dominican Daze: Halloween Edition
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$159
per Sailor per night
Departing on:
Resilient's Haunted Halloween Soirée
Barcelona • Valencia • Casablanca • Gran Canaria • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$110
per Sailor per night
Departing on:
Valiant's Haunted Halloween Soirée
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Honduras, Mexico & Bahamas
Miami, Florida • Roatán • Costa Maya • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$150
per Sailor per night
Departing on:
Western Caribbean: From Miami to Bimini
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
One-way to SJ: DR, St. Maarten & BVI
Miami, Florida • Puerto Plata • Philipsburg • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Colorful Curacao to the Charming Caymans
Miami, Florida • Oranjestad • Willemstad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$129
per Sailor per night
Departing on:
San Juan Sunrises & Dominican Dreams
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Sunny Miles of Tropical Isles
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
From Miami to St. Croix
Miami, Florida • Puerto Plata • San Juan • Philipsburg • St. Croix • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Miami, Grand Turk (& back)
Miami, Florida • Grand Turk • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$159
per Sailor per night
Departing on:
Cayman Coves & Jamaican Waterfalls
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
Sun-Soaked Seas & Saint Isles
San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Miami to San Juan
Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$130
per Sailor per night
Departing on:
San Juan, Samaná & Bimini
Miami, Florida • San Juan • Samaná • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
Cartagena & Caribbean Faves
San Juan • Cartagena • Willemstad • Oranjestad • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
Aruban Sunsets & Calm Cayman Days
Miami, Florida • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$129
per Sailor per night
Departing on:
St. Lucia, St. Maarten, Barbados & More
San Juan • Basseterre • Castries • Roseau • Bridgetown • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Brilliant Caribbean Holidays
Miami, Florida • Grand Turk • Puerto Plata • San Juan • Samaná • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Resilient Caribbean Holidays
Miami, Florida • San Juan • Puerto Plata • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$199
per Sailor per night
Departing on:
Valiant Caribbean Holidays
San Juan • Philipsburg • Basseterre • St. John's • Castries • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$170
per Sailor per night
Departing on:
Scarlet Caribbean Holidays
Miami, Florida • Nassau • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$189
per Sailor per night
Departing on:
Brilliant New Year's Ahoy!
Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$260
per Sailor per night
Departing on:
Resilient New Year's Ahoy!
Miami, Florida • Ocho Rios • George Town • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$269
per Sailor per night
Departing on:
Valiant New Year’s Ahoy!
San Juan • Philipsburg • Basseterre • Castries • Bridgetown • St. Croix • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$270
per Sailor per night
Departing on:
Scarlet New Year's Ahoy!
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$292
per Sailor per night
Departing on:
Aruban Sights & Antiguan Nights
San Juan • Oranjestad • Willemstad • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Cozumel, Grand Cayman & Bimini
Miami, Florida • George Town • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
Miami to the Cayman Islands
Miami, Florida • Oranjestad • Kralendijk • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$130
per Sailor per night
Departing on:
Cayman Isles & Jamaican Miles
Miami, Florida • George Town • Ocho Rios • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$140
per Sailor per night
Departing on:
Virgin Island Views & Saint Isle Blues
San Juan • Tortola • Bridgetown • Kingstown • Basseterre • St. Croix • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Grand Turk Tranquility & St. Croix Charm
Miami, Florida • Grand Turk • Puerto Plata • San Juan • St. Croix • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
St. Kitts, Barbados, Martinique & More
San Juan • Basseterre • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Barbados, Antigua, BVI & More
San Juan • Tortola • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Quintessential Caribbean Highlights
San Juan • Philipsburg • Basseterre • St. John's • Fort-de-France • Castries • Kingstown • Bridgetown • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Magnetic Miami to Gorgeous George Town
Miami, Florida • Willemstad • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$130
per Sailor per night
Departing on:
Cartagena, Aruba, Antigua & More
San Juan • Cartagena • Willemstad • Oranjestad • St. John's • St. Croix • Philipsburg • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$139
per Sailor per night
Departing on:
Antigua, Martinique, & Barbados & More
San Juan • Philipsburg • Bridgetown • Fort-de-France • St. John's • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Quaint Castries to Elegant Antigua
San Juan • Basseterre • Castries • Fort-de-France • St. John's • Tortola • San Juan
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Gorgeous Antigua, St. Kitts & Bimini
Miami, Florida • Puerto Plata • St. John's • Basseterre • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Costa Mayan Caves & Honduran Waves
Miami, Florida • Costa Maya • Roatán • Cozumel (Playa del Carmen) • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Puerto Rican Nights & St. Croix Delights
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$159
per Sailor per night
Departing on:
Panama Canal & Pacific Wonders
Miami, Florida • Cartagena • Colón • Panama Canal (Cruising) • Puntarenas • Puerto Quetzal • Cabo San Lucas • Los Angeles, California
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$200
per Sailor per night
Departing on:
Tortola, Charleston, Newport & More
San Juan • Tortola • Puerto Plata • Charleston, South Carolina • Newport, Rhode Island • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$150
per Sailor per night
Departing on:
Brilliant Lady LA MerMaiden
Los Angeles, California • Santa Barbara, California • San Diego, California • Ensenada • Los Angeles, California
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$180
per Sailor per night
Departing on:
California (and Mexico) Dreamin'
Los Angeles, California • Cabo San Lucas • Mazatlàn • Los Angeles, California
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Bermuda Beauty to East Coast Elegance
New York City, New York • Kings Wharf • Nassau • Charleston, South Carolina • New York City, New York
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on:
Puerto Plata, San Juan & Tortola
Miami, Florida • Puerto Plata • San Juan • Tortola • Miami, Florida
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$160
per Sailor per night
Departing on:
Hollywood Sunsets & Mexican Horizons
Los Angeles, California • Cabo San Lucas • Mazatlàn • Puerto Vallarta • Los Angeles, California
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$170
per Sailor per night
Departing on:
Transatlantic to Spain & Morocco
Miami, Florida • Gran Canaria • Casablanca • Valencia • Barcelona
Getaways for 80% off 2nd Sailor
Sea View cabins from
Price$80
per Sailor per night
Departing on:
LA Lights & Vancouver Vistas
Los Angeles, California • Catalina Island, California • San Francisco, California • Astoria, Oregon • Victoria • Vancouver
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$149
per Sailor per night
Departing on: