CARIBBEAN CRUISES...The Ultimate Tropical Vacation
Score an Unbeatable Deal on Your Caribbean Cruise
Leave all your stress onshore, and hop on board a Caribbean cruise. No matter where you sail in the Caribbean, you'll find year-round gorgeous weather, pristine beaches, and an array of water sports: diving, snorkeling, boating, surfing, and more. From natural wonders to delicious cuisine and duty-free shopping, you'll experience it all from the comfort of your floating resort.
Spend a long weekend in the Eastern Caribbean on a convenient, fun-filled cruise to St. Thomas or St. John, or take a more leisurely getaway to Western Caribbean hotspots like Costa Maya, Mexico or Ocho Rios, Jamaica. For a more exotic vacation experience, head to the more remote Southern Caribbean islands, where you'll find incredibly pristine beaches in Aruba and Antigua, charming pastel-colored houses in Curacao, and Green Vervet Monkeys in St. Kitts and Nevis.
Comfortable accommodations, world-class entertainment, and fine dining await you no matter which cruise line you choose. With so many fascinating islands to visit, there's no better way to see them all than a convenient, carefree Caribbean cruise. cruises.inspirato.com brings you exclusive offers and savings, so you can sail away with the knowledge that you scored the very best deal on your tropical vacation.
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Caribbean Cruises
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13 Night Eastern Caribbean
Queen Mary 2
Departing from: New York, New YorkPorts of Call:- Charlotte Amalie, St. Thomas, U.S.V.I.
- English Harbour, Antigua
- Bridgetown, Barbados
- Castries, St. Lucia
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
Sailing Dates:- November 2018
interior from$1,199$92pernightoceanview from$1,399$108pernightbalcony from$1,399$108pernightsuite from$6,399$492pernight -
Brochure price $6,400 – Save up to 69%5 Night Caribbean
SeaDream II
Departing from: Charlotte Amalie, St. Thomas, U.S.V.I.Ports of Call:- Cruz Bay, St. John, U.S.V.I.
- Leverick Bay, Virgin Gorda, B.V.I
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barts
- Jost Van Dyke, B.V.I.
- San Juan, Puerto Rico
Sailing Dates:- December 2018
interior fromN/Aoceanview from$1,999$400pernightbalcony fromN/Asuite from$3,599$720pernight -
Brochure price $6,698 – Save up to 72%10 Night Sunny Charms
Riviera
Departing from: Miami, FloridaPorts of Call:- Great Stirrup Cay (Cruiseline Private Island), Bahamas
- San Juan, Puerto Rico
- Gustavia, St. Barts
- Castries, St. Lucia
- St. John's, Antigua
- Philipsburg, St. Maarten
Sailing Dates:- December 2018
- January 2019
- February 2019
- March 2019
interior from$1,899$190pernightoceanview from$2,299$230pernightbalcony from$2,499$250pernightsuite from$3,699$370pernightBonus Offers Available: -
4 Night Havana Intensive
Azamara Journey
Departing from: Miami, FloridaPorts of Call:- Havana, Cuba
Sailing Dates:- November 2018
interior from$2,699$675pernightoceanview from$3,199$800pernightbalcony from$3,899$975pernightsuite fromCallBonus Offers Available: -
Brochure price $9,498 – Save up to 71%
12 Night Balmy Breezes
Riviera
Departing from: Miami, FloridaPorts of Call:- Oranjestad, Aruba
- Kralendijk, Bonaire
- St. George's, Grenada
- Bridgetown, Barbados
- Castries, St. Lucia
- Basseterre, St. Kitts
- Philipsburg, St. Maarten
Sailing Dates:- November 2018
interior fromCalloceanview from$2,799$233pernightbalcony from$2,999$250pernightsuite from$4,699$392pernightBonus Offers Available: -
10 Night Cuba Intensive
Azamara Journey
Departing from: Miami, FloridaPorts of Call:- Key West, Florida
- Havana, Cuba
- George Town, Grand Cayman
- Cienfuegos, Cuba
- Santiago De Cuba, Cuba
Sailing Dates:- December 2018
interior fromCalloceanview from$2,799$280pernightbalcony fromCallsuite fromCallBonus Offers Available: -
7 Night Southern Caribbean
Silver Wind
Departing from: Bridgetown, BarbadosPorts of Call:- Bequia, Grenadines
- Castries, St. Lucia
- Iles Des Saintes, Guadeloupe
- St. John's, Antigua
- Gustavia, St. Barts
- Road Town, Tortola, B.V.I.
- San Juan, Puerto Rico
Sailing Dates:- March 2019
interior fromN/Aoceanview fromN/Abalcony fromN/Asuite from$3,510$501pernightBonus Offers Available: -
10 Night Circle Cuba
Azamara Journey
Departing from: Miami, FloridaPorts of Call:- Santiago De Cuba, Cuba
- George Town, Grand Cayman
- Cienfuegos, Cuba
- Havana, Cuba
Sailing Dates:- November 2018
interior from$2,599$260pernightoceanview from$2,399$240pernightbalcony from$3,999$400pernightsuite fromCallBonus Offers Available: -
10 Night Cuba Intensive
Azamara Journey
Departing from: Miami, FloridaPorts of Call:- Havana, Cuba
- Cienfuegos, Cuba
- Santiago De Cuba, Cuba
- Labadee (Cruiseline Private Island)
Sailing Dates:- November 2018
- January 2019
interior from$3,099$310pernightoceanview from$2,199$220pernightbalcony fromCallsuite from$7,149$715pernightBonus Offers Available: -
Brochure price $14,798 – Save up to 76%
14 Night Caribbean Pearls
Riviera
Departing from: Miami, FloridaPorts of Call:- Great Stirrup Cay (Cruiseline Private Island), Bahamas
- San Juan, Puerto Rico
- Gustavia, St. Barts
- Fort-De-France, Martinique
- Bridgetown, Barbados
- Kingstown, St. Vincent
- Roseau, Dominica
- Castries, St. Lucia
- St. John's, Antigua
- Philipsburg, St. Maarten
Sailing Dates:- December 2018
interior from$3,499$250pernightoceanview from$4,499$321pernightbalcony from$5,149$368pernightsuite fromCallBonus Offers Available: -
Brochure price $19,798 – Save up to 74%15 Night Caribbean New Year
Insignia
Departing from: Miami, FloridaPorts of Call:- Santa Marta, Colombia
- Oranjestad, Aruba
- Willemstad, Curacao
- Kralendijk, Bonaire
- St. George's, Grenada
- Castries, St. Lucia
- Pointe-A-Pitre, Guadeloupe
- Gustavia, St. Barts
- San Juan, Puerto Rico
- New York, New York
Sailing Dates:- December 2018
interior fromCalloceanview fromCallbalcony from$5,099$340pernightsuite fromCallBonus Offers Available:- OLife Choice: Choose one of 3 Amenities
- CALL: Free pre-paid gratuities!
- Call for rates too low to show!
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Brochure price $11,098 – Save up to 61%10 Night Sage Mountain to Grand Pitons
Seven Seas Voyager
Departing from: Miami, FloridaPorts of Call:- Tortola, British Virgin Islands
- St. John's, Antigua
- Bridgetown, Barbados
- Castries, St. Lucia
- Gustavia, St. Barts
Sailing Dates:- November 2018
interior fromN/Aoceanview fromN/Abalcony fromN/Asuite from$4,299$430pernightBonus Offers Available: -
7 Night West Indies Yachting Explorer
Crystal Esprit
Departing from: Marigot, Saint MartinPorts of Call:- Sandy Ground, Anguilla
- Saba, Netherlands Special Municipality
- Falmouth, Antigua
- Coconut Grove, Nevis
- Gustavia, St. Barts
- Orient Bay, Saint Martin
Sailing Dates:- November 2018
- December 2018
interior fromN/Aoceanview fromN/Abalcony fromN/Asuite from$4,455$636pernight -
Brochure price $17,198 – Save up to 58%
12 Night Holidays and Havana
Seven Seas Voyager
Departing from: Miami, FloridaPorts of Call:- San Juan, Puerto Rico
- St. John's, Antigua
- Fort-De-France, Martinique
- Bridgetown, Barbados
- Castries, St. Lucia
- Philipsburg, St. Maarten
- Havana, Cuba
Sailing Dates:- December 2018
interior fromN/Aoceanview fromN/Abalcony fromN/Asuite from$7,299$608pernightBonus Offers Available:
Search Cruise Lines Traveling to Caribbean:
Crystal Cruises from $4,340
Cunard from $1,299
Oceania Cruises from $1,499
Or, use our site: FAQs Cruising 101 Guide Access Your Reservation
Terms & ConditionsPrice is in U.S. dollars per person based on two people staying in the same stateroom. Price does not include airport and/or government taxes and fees, nor does pricing include fuel supplements. Prices do not include government taxes and fees, airfare, or a non-refundable $24.99 processing fee per booking. All offers are for selected dates only, are subject to availability, are limited and apply to new bookings only. Your exact price depends on the time of the actual booking. Additional restrictions may apply. All prices and dates may not be available at the time of booking. Passengers receiving special rates based on residency or age will be required to show a government-issued form of identification (passport, or birth certificate and driver's license) at the pier to validate state of residency or age prior to boarding the cruise ship. |
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Special requirements Minimum age requirements may apply. |
Free upgrade!
Book an eligible stateroom on any qualifying sailing and receive a free upgrade! In some cases, you'll be upgraded to a more desirable location aboard your ship. In other instances, you'll be upgraded to a stateroom with extra space and/or a better view. It's also possible that you might receive all of these benefits. Select your sailing date to see which upgrades are available.