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.
Home > Destinations > Caribbean Cruises
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 800-711-4230 between the hours of 9am-9pm M-F, 9am-6pm Sat-Sun (EST).
Caribbean Cruises

Caribbean Cruises

  • Azamara Quest

    6 Night Caribbean Sunsets

    4.1 rating out of 5  (63 reviews)

    Azamara Quest

    Departing from: San Juan, Puerto Rico
    Ports of Call:
    • Basseterre, St. Kitts
    • Gustavia, St. Barts
    • Labadee (Cruiseline Private Island)
    • Miami, Florida
    Sailing Dates:
    • December 2017
    interior from
    $879
    $147pernight
    oceanview from
    $1,079
    $180pernight
    balcony from
    $1,379
    $230pernight
    suite from
    $2,999
    $500pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
  • Wind Star

    7 Night Southern Caribbean Sweep

    4.5 rating out of 5  (15 reviews)

    Wind Star

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Oranjestad, Aruba
    • Cartagena, Colombia
    • Colon, Panama
    Sailing Dates:
    • November 2017
    interior from
    N/A
    oceanview from
    $1,199
    $171pernight
    balcony from
    N/A
    suite from
    $3,499
    $500pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • CALL: up to $400 FREE Onboard Spending!
    • Call for rates too low to show!
  • Sirena
    Brochure price $5,998 – Save up to 75%

    9 Night Island Tempos

    4.2 rating out of 5  (20 reviews)

    SirenaNewly Renovated!

    Departing from: Miami, Florida
    Ports of Call:
    • Philipsburg, St. Maarten
    • St. John's, Antigua
    • San Juan, Puerto Rico
    • Punta Cana, Dominican Republic
    • Nassau, Bahamas
    Sailing Dates:
    • May 2018
    interior from
    $1,499
    $167pernight
    oceanview from
    $1,599
    $178pernight
    balcony from
    $2,599
    $289pernight
    suite from
    $3,799
    $422pernight
    Bonus Offers Available:
    • EXCLUSIVE: $300 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • Call for rates too low to show!
  • Queen Mary 2

    12 Night Caribbean Celebration

    4 rating out of 5  (229 reviews)

    Queen Mary 2

    Departing from: New York, New York
    Ports of Call:
    • English Harbour, Antigua
    • Basseterre, St. Kitts
    • Bridgetown, Barbados
    • Amber Cove (Puerto Plata), Dominican Republic
    Sailing Dates:
    • December 2017
    interior from
    $1,599
    $133pernight
    oceanview from
    $4,438
    $370pernight
    balcony from
    $4,771
    $398pernight
    suite from
    $8,545
    $712pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
  • Sirena
    Brochure price $5,998 – Save up to 70%

    8 Night Postcards From Cuba

    4.2 rating out of 5  (20 reviews)

    SirenaNewly Renovated!

    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
    $1,799
    $225pernight
    oceanview from
    $1,999
    $250pernight
    balcony from
    $2,999
    $375pernight
    suite from
    $4,049
    $506pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • Cultural immersion experience in Cuba is required
  • Star Breeze

    11 Night Adventures in Costa Rica & Panama

    4.4 rating out of 5  (16 reviews)

    Star Breeze

    Departing from: Puerto Caldera (Puntarenas), Costa Rica
    Ports of Call:
    • Playa Flamingo, Costa Rica
    • Playa Herradura, Costa Rica
    • Puerto Quepos, Costa Rica
    • Puerto Jimenez (Golfo Dulce), Costa Rica
    • Golfito, Costa Rica
    • Isla Parida, Panama
    • Contadora Island, Panama
    • Fuerte Amador, Panama
    • Panama Canal Full Transit
    • Bocas Del Toro, Panama
    • Colon, Panama
    Sailing Dates:
    • January 2018
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    $1,999
    $182pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • Call for rates too low to show!
  • Viking Sky
    Brochure price $3,998 – Save up to 50%

    7 Night Turquoise Caribbean Seas

    4.4 rating out of 5  (8 reviews)

    Viking Sky

    Departing from: Miami, Florida
    Ports of Call:
    • Key West, Florida
    • Belize City, Belize
    • Cozumel, Mexico
    • Progreso (Merida), Mexico
    Sailing Dates:
    • December 2017
    • January 2018
    • February 2018
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    $1,999
    $286pernight
    suite from
    $4,199
    $600pernight
  • Marina
    Brochure price $11,498 – Save up to 83%

    12 Night Caribbean Gems

    4.1 rating out of 5  (86 reviews)

    MarinaCustomer Favorite!

    Departing from: Miami, Florida
    Ports of Call:
    • Costa Maya (Mahahual), Mexico
    • Santo Tomas De Castilla, Guatemala
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Puerto Limon, Costa Rica
    • Colon, Panama
    • Harvest Caye, Belize
    • Key West, Florida
    Sailing Dates:
    • December 2017
    interior from
    $1,999
    $167pernight
    oceanview from
    $2,749
    $229pernight
    balcony from
    $3,249
    $271pernight
    suite from
    $5,249
    $437pernight
    Bonus Offers Available:
    • EXCLUSIVE: $300 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
  • Azamara Quest

    8 Night Caribbean Sunsets

    4.1 rating out of 5  (63 reviews)

    Azamara Quest

    Departing from: Miami, Florida
    Ports of Call:
    • Labadee (Cruiseline Private Island)
    • Gustavia, St. Barts
    • Basseterre, St. Kitts
    • Charlestown, Nevis
    • Charlotte Amalie, St. Thomas, U.S.V.I.
    • San Juan, Puerto Rico
    Sailing Dates:
    • December 2017
    interior from
    Call
    oceanview from
    $1,799
    $225pernight
    balcony from
    $1,999
    $250pernight
    suite from
    $4,099
    $512pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
  • Riviera
    Brochure price $7,798 – Save up to 71%

    10 Night Island Paradise

    4.1 rating out of 5  (125 reviews)

    Riviera

    Departing from: Miami, Florida
    Ports of Call:
    • Nassau, Bahamas
    • Punta Cana, Dominican Republic
    • Basseterre, St. Kitts
    • St. John's, Antigua
    • Castries, St. Lucia
    • Gustavia, St. Barts
    Sailing Dates:
    • January 2018
    interior from
    $2,249
    $225pernight
    oceanview from
    $2,649
    $265pernight
    balcony from
    $2,949
    $295pernight
    suite from
    $4,449
    $445pernight
    Bonus Offers Available:
    • EXCLUSIVE: $300 FREE Onboard Spending!
    • Exclusive Offer-Transportation Credit. Must Call!
    • Call for rates too low to show!
  • Seven Seas Mariner
    Brochure price $8,598 – Save up to 60%

    7 Night Tropical Holiday

    3.9 rating out of 5  (56 reviews)

    Seven Seas Mariner

    Departing from: Miami, Florida
    Ports of Call:
    • Costa Maya (Mahahual), Mexico
    • Harvest Caye, Belize
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Key West, Florida
    Sailing Dates:
    • December 2017
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    $3,399
    $486pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • New to Regent: Up to $200 FREE onboard Spending
    • Up to $500 Onboard Spending-Call
  • Crystal Symphony

    11 Night Carribbean Serenade

    4.5 rating out of 5  (69 reviews)

    Crystal Symphony

    Departing from: Colon, Panama
    Ports of Call:
    • Cartagena, Colombia
    • Santa Marta, Colombia
    • Oranjestad, Aruba
    • Gustavia, St. Barts
    • Key West, Florida
    • Ft. Lauderdale (Port Everglades), Florida
    Sailing Dates:
    • April 2018
    interior from
    N/A
    oceanview from
    $4,596
    $418pernight
    balcony from
    $6,556
    $596pernight
    suite from
    $10,331
    $939pernight
    Bonus Offers Available:
    • EXCLUSIVE: Up to $1000 Savings!
    • Exclusive Offer-Transportation Credit. Must Call!
    • Up to $500 Shore Excursion Credit
    • Ask about waived single supplement!
  • Silver Wind

    7 Night Southern Caribbean

    4 rating out of 5  (5 reviews)

    Silver Wind

    Departing from: Bridgetown, Barbados
    Ports of Call:
    • Bequia, Grenadines
    • St. George's, Grenada
    • Kralendijk, Bonaire
    • Oranjestad, Aruba
    • Willemstad, Curacao
    Sailing Dates:
    • November 2017
    • December 2017
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    $4,100
    $586pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
  • SeaDream II
    Brochure price $7,400 – Save up to 37%

    7 Night Eastern Caribbean Holiday

    5 rating out of 5  (2 reviews)

    SeaDream II

    Departing from: Charlotte Amalie, St. Thomas, U.S.V.I.
    Ports of Call:
    • Cruz Bay, St. John, U.S.V.I.
    • Saba, Netherlands Special Municipality
    • Gustavia, St. Barts
    • North Sound, Virgin Gorda, B.V.I.
    • Soper's Hole, Tortola, B.V.I.
    • Norman Island, B.V.I.
    • White Bay, Jost Van Dyke, B.V.I.
    Sailing Dates:
    • December 2017
    interior from
    N/A
    oceanview from
    $4,699
    $671pernight
    balcony from
    N/A
    suite from
    $8,299
    $1,186pernight
    Bonus Offers Available:
    • EXCLUSIVE: $200 Spa Credit!
    • Exclusive Offer-Transportation Credit. Must Call!
  • Seven Seas Explorer
    Brochure price $13,698 – Save up to 61%

    10 Night Treasures of the Tropics

    4.4 rating out of 5  (23 reviews)

    Seven Seas ExplorerNew Ship!

    Departing from: Miami, Florida
    Ports of Call:
    • Key West, Florida
    • Roatan (Isla Roatan), Bay Islands, Honduras
    • Santo Tomas De Castilla, Guatemala
    • Harvest Caye, Belize
    • Costa Maya (Mahahual), Mexico
    • Cozumel, Mexico
    • George Town, Grand Cayman
    Sailing Dates:
    • January 2018
    interior from
    N/A
    oceanview from
    N/A
    balcony from
    N/A
    suite from
    $5,299
    $530pernight
    Bonus Offers Available:
    • Exclusive Offer-Transportation Credit. Must Call!
    • New to Regent: Up to $200 FREE onboard Spending
    • Up to $500 Onboard Spending-Call

Caribbean Cruises

Azamara Club Cruises from $879
Crystal Cruises from $1,838
Cunard from $1,349
Oceania Cruises from $1,099
Paul Gauguin Cruises
Regent Seven Seas Cruises from $3,399
Seabourn from $2,499
SeaDream Yacht Club from $1,999
Silversea Cruises from $2,500
Windstar Cruises from $899

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 800-711-4230. 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.

1-800-711-4230 9AM to 9PM Monday through Friday, 9AM to 6PM Saturday through Sunday eastern standard time

Phone Number:
Best Time To Call You (Optional):
youremail@sample.com
for example special occasion, first cruise