CARIBBEAN CRUISES

A private culinary experience, featuring the flavors and folklore of West Indian cooking, in a Basseterre plantation home. A search for a treasured memento in the fashionable boutiques of St. Jean. An illuminated night dive along the western edges of Grand Turk's "Wall."

Cruising's most popular destination is also one of its most luxurious. The Caribbean's sun-soaked beaches, colorful reefs, and rustling palm trees are familiar to anyone with even a passing knowledge of the region. But there are also sides to each island that you may never knew existed – lush, little-known hideaways that can only be explored via passage aboard the industry's most nimble vessels.
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Caribbean Cruises
Sail In Paradise With A Caribbean Cruise
Enjoy Year-Round Sunshine, White Sandy Beaches, Turquoise Blue Ocean Water & More


Please see below for a sampling of Caribbean cruises. For more information, or to book, please contact your Personal Cruise Concierge at 800-386-9283 between the hours of 9am-9pm M-F, 9am-6pm Sat-Sun (EST).
Caribbean Cruises

Caribbean Cruises

  • Sirena
    Brochure price $7,798 – Save up to 68%

    9 Night Cuban Charisma

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Key West, Florida
    • Havana, Cuba
    • Cienfuegos, Cuba
    • Santiago De Cuba, Cuba
    Sailing Dates:
    • September 2018
    interior from
    Call
    oceanview from
    $2,499
    $278pernight
    balcony from
    $3,099
    $344pernight
    suite from
    $4,299
    $478pernight
    Bonus Offers Available:
    • EXCLUSIVE - $200 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
  • Sirena
    Brochure price $9,598 – Save up to 64%

    9 Night Breezes Bays & Beaches

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Havana, Cuba
    • Cienfuegos, Cuba
    • Santiago De Cuba, Cuba
    • Port Antonio, Jamaica
    • Nassau, Bahamas
    Sailing Dates:
    • October 2018
    interior from
    Call
    oceanview from
    Call
    balcony from
    $3,499
    $389pernight
    suite from
    $4,849
    $539pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • Cultural immersion experience in Cuba is required
  • Regatta
    Brochure price $8,798 – Save up to 81%

    10 Night Southern Caribbean Dreams

    3.9 rating out of 5  (71 reviews)

    Regatta

    Departing from: Miami, Florida
    Ports of Call:
    • Great Stirrup Cay (Cruiseline Private Island), Bahamas
    • Basseterre, St. Kitts
    • St. John's, Antigua
    • Tortola, British Virgin Islands
    • Samana, Dominican Republic
    • Nassau, Bahamas
    Sailing Dates:
    • April 2018
    interior from
    Call
    oceanview from
    $1,699
    $170pernight
    balcony from
    $2,399
    $240pernight
    suite from
    $3,899
    $390pernight
    Bonus Offers Available:
    • EXCLUSIVE - $200 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
  • Sirena
    Brochure price $8,798 – Save up to 78%

    9 Night Island Tempos

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Costa Maya (Mahahual), Mexico
    • Harvest Caye, Belize
    • Santo Tomas De Castilla, Guatemala
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Cozumel, Mexico
    • Havana, Cuba
    Sailing Dates:
    • May 2018
    interior from
    Call
    oceanview from
    $1,899
    $211pernight
    balcony from
    $2,399
    $267pernight
    suite from
    $3,399
    $378pernight
    Bonus Offers Available:
    • EXCLUSIVE - $200 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
  • Sirena
    Brochure price $10,498 – Save up to 63%

    10 Night Tropical Rythms

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Great Stirrup Cay (Cruiseline Private Island), Bahamas
    • Santiago De Cuba, Cuba
    • Cienfuegos, Cuba
    • Havana, Cuba
    • Cozumel, Mexico
    Sailing Dates:
    • October 2018
    interior from
    Call
    oceanview from
    Call
    balcony from
    $3,849
    $385pernight
    suite from
    $4,799
    $480pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
    • Cultural immersion experience in Cuba is required
  • Insignia
    Brochure price $9,598 – Save up to 79%

    10 Night Festive Caribbean

    3.9 rating out of 5  (33 reviews)

    Insignia

    Departing from: Miami, Florida
    Ports of Call:
    • St. John's, Antigua
    • Castries, St. Lucia
    • Bridgetown, Barbados
    • Roseau, Dominica
    • Gustavia, St. Barts
    Sailing Dates:
    • December 2018
    interior from
    $1,999
    $200pernight
    oceanview from
    $2,399
    $240pernight
    balcony from
    $3,499
    $350pernight
    suite from
    $4,999
    $500pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
  • Sirena
    Brochure price $9,998 – Save up to 80%

    10 Night Caribbean Celebration

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Havana, Cuba
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Santo Tomas De Castilla, Guatemala
    • Harvest Caye, Belize
    • Costa Maya (Mahahual), Mexico
    • Great Stirrup Cay (Cruiseline Private Island), Bahamas
    Sailing Dates:
    • December 2018
    interior from
    $1,999
    $200pernight
    oceanview from
    $2,399
    $240pernight
    balcony from
    $3,799
    $380pernight
    suite from
    $4,999
    $500pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
  • Riviera
    Brochure price $7,698 – Save up to 71%

    10 Night Sunny Charms

    4.1 rating out of 5  (127 reviews)

    Riviera

    Departing from: Miami, Florida
    Ports 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
    $2,199
    $220pernight
    oceanview from
    $2,699
    $270pernight
    balcony from
    $2,499
    $250pernight
    suite from
    $3,499
    $350pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
  • Riviera
    Brochure price $7,998 – Save up to 71%

    10 Night Seaswept Breezes

    4.1 rating out of 5  (127 reviews)

    Riviera

    Departing from: Miami, Florida
    Ports of Call:
    • George Town, Grand Cayman
    • Cozumel, Mexico
    • Costa Maya (Mahahual), Mexico
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Santo Tomas De Castilla, Guatemala
    • Harvest Caye, Belize
    • Key West, Florida
    Sailing Dates:
    • March 2018
    interior from
    $2,299
    $230pernight
    oceanview from
    $2,999
    $300pernight
    balcony from
    $3,499
    $350pernight
    suite from
    $4,999
    $500pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
  • Sirena
    Brochure price $8,698 – Save up to 66%

    10 Night Seaside Silhouettes

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Havana, Cuba
    • Cienfuegos, Cuba
    • Santiago De Cuba, Cuba
    • Punta Cana, Dominican Republic
    • Great Stirrup Cay (Cruiseline Private Island), Bahamas
    Sailing Dates:
    • November 2018
    interior from
    Call
    oceanview from
    $2,999
    $300pernight
    balcony from
    $4,099
    $410pernight
    suite from
    $5,599
    $560pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
  • Sirena
    Brochure price $8,898 – Save up to 63%

    8 Night Postcards From Cuba

    4.1 rating out of 5  (24 reviews)

    Sirena

    Departing from: Miami, Florida
    Ports of Call:
    • Great Stirrup Cay (Cruiseline Private Island), Bahamas
    • Santiago De Cuba, Cuba
    • Cienfuegos, Cuba
    • Havana, Cuba
    Sailing Dates:
    • May 2018
    • September 2018
    interior from
    Call
    oceanview from
    Call
    balcony from
    $3,249
    $406pernight
    suite from
    $4,299
    $537pernight
    Bonus Offers Available:
    • EXCLUSIVE - $200 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • Cultural immersion experience in Cuba is required
  • Riviera
    Brochure price $9,498 – Save up to 73%

    12 Night Balmy Breezes

    4.1 rating out of 5  (127 reviews)

    Riviera

    Departing from: Miami, Florida
    Ports 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 from
    Call
    oceanview from
    $2,599
    $217pernight
    balcony from
    $2,999
    $250pernight
    suite from
    $4,299
    $358pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities
    • CALL: Free pre-paid gratuities!
  • Insignia
    Brochure price $9,798 – Save up to 76%

    14 Night Caribbean Palette

    3.9 rating out of 5  (33 reviews)

    Insignia

    Departing from: Miami, Florida
    Ports of Call:
    • Cruise Old Bahamas Channel
    • Cruise Caribbean Sea
    • Santa Marta, Colombia
    • Oranjestad, Aruba
    • Kralendijk, Bonaire
    • St. George's, Grenada
    • Castries, St. Lucia
    • Roseau, Dominica
    • Cruise Atlantic Ocean
    • St. George's, Bermuda
    • Cruise Atlantic Ocean
    • New York, New York
    Sailing Dates:
    • July 2018
    interior from
    $2,399
    $171pernight
    oceanview from
    $2,899
    $207pernight
    balcony from
    $3,699
    $264pernight
    suite from
    $5,299
    $379pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • OLife Choice: Choose one of 3 Amenities

Caribbean Cruises

Oceania Cruises from $1,299

Terms & Conditions
Price 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.

Special requirements
If you or a guest is pregnant or traveling with an infant child, or if there is a need to communicate a request for special meals, medical conditions or physical challenges, we ask that you please call 800-386-9283. Cruise Specialists are available 24 hours a day, 7 days a week. We will do everything we can to meet your needs and answer all of your questions.

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.

Request a Consultation

From booking to boarding and beyond, a personal concierge's expert knowledge can help guide you in planning the luxury cruise of your dreams.

Please fill out the form and a concierge will contact you.

1-800-386-9283 9AM to 9PM Monday through Friday, 9AM to 6PM Saturday through Sunday eastern standard time

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