/ 
Caribbean Cruises 

Caribbean Cruises

With year-round warm temperatures and crystal clear waters, a Caribbean cruise offers you a chance to relax, unwind and rejuvenate.
Sort By:
Onboard Host, Exclusive Shore Event and More
Cruise Line: Celebrity Cruises
Departure: 5/1/2021 to 4/16/2021
Length: 7 to 14 Days
Starting from
$1,049
LEARN MORE
10- to 28-Day Expediton Cruises
Cruise Line: Seabourn
Departure: 7/5/2021 to 10/26/2021
Length: 10 to 28 Days
Starting from
$5,999
LEARN MORE
11 to 51-Day Transatlantic Cruises
Cruise Line: Seabourn
Departure: 3/20/2021 to 4/18/2022
Length: 12 to 51 Days
Starting from
$3,699
LEARN MORE
13 to 35-Day Panama Canal Cruises
Cruise Line: Seabourn
Departure: 10/14/2020 to 12/21/2021
Length: 13 to 35 Days
Starting from
$5,499
LEARN MORE
Free Roundtrip Air, Shipboard Credit, and More
Cruise Line: Regent Seven Seas Cruises
Departure: 1/19/2021 to 3/1/2022
Length: 10 to 31 Nights
Starting from
$8,399
LEARN MORE
Free Economy Air, Shore Events, and More
Cruise Line: Silversea Cruises
Departure: 11/10/2020 to 12/9/2021
Length: 7 to 14 Days
Starting from
$3,330
LEARN MORE
OLife Choice Amenities, Airfare, Unlimited Internet and More
Cruise Line: Oceania Cruises
Departure: 1/3/2021 to 5/3/2022
Length: 7 to 18 Days
Starting from
$1,899
LEARN MORE
Included Drinks, Wi-Fi and Gratuities
Cruise Line: Princess Cruises
Departure: 1/3/2021 to 12/21/2021
Length: 7 to 20 Days
Starts: Ft. Lauderdale
Starting from
$891
LEARN MORE
Free Roundtrip Air, Shipboard Credit and More
Cruise Line: Regent Seven Seas Cruises
Departure: 1/14/2021 to 3/5/2021
Length: 8 to 12 Nights
Starts: Miami, FL
Starting from
$4,899
LEARN MORE
Airfare Savings, Complimentary Excursions and More
Cruise Line: Viking Cruises
Departure: 1/3/2021 to 2/15/2022
Length: 11 Days
Starts: Roundtrip San Juan, PR
Starting from
$3,599
LEARN MORE
Free Roundtrip Air, Shore Excursions, Pre-paid Gratuities and More
Cruise Line: Regent Seven Seas Cruises
Departure: 1/4/2021 to 3/15/2021
Length: 8 to 14 Nights
Starts: Miami, FL
Starting from
$4,699
LEARN MORE
14 to 24-Day Panama Canal Cruises
Cruise Line: Regent Seven Seas Cruises
Ship(s): Seven Seas Navigator | Seven Seas Mariner
Departure: 12/22/2020 to 12/18/2021
Length: 14 to 24 Days
Starting from
$9,199
LEARN MORE
Prepaid Gratuities, Shipboard Credit & Water Sports
Cruise Line: Ponant
Ship(s): Le Champlain | Le Boreal | Le Dumont D'Urberville
Departure: 1/11/2021 to 4/9/2021
Length: 8 to 12 Days
Starting from
$3,490
LEARN MORE
7 to 21-Day Caribbean Cruises
Cruise Line: Seabourn
Departure: 1/2/2021 to 4/16/2022
Length: 7 to 21 Days
Starting from
$3,299
LEARN MORE
Pre-Paid Gratuities, Signature Dining Package and More
Cruise Line: Holland America Line
Departure: 12/19/2020 to 4/7/2021
Length: 7 to 21 Days
Starts: Ft. Lauderdale, FL
Starting from
$899
LEARN MORE
Shore Excursions, Unlimited Beverages and More
Cruise Line: Scenic Luxury Cruises & Tours
Departure: 10/21/2020 to 10/25/2021
Length: 9 to 18 Days
Starting from
$6,311
LEARN MORE
7-Night Caribbean Cruises
Cruise Line: Star Clippers
Ship(s): Star Flyer | Royal Clipper
Departure: 1/2/2021 to 3/27/2021
Length: 7 Nights
Starting from
$2,280
LEARN MORE
Pre-paid Gratiuties, Shore Excursions and Exclusive Experiences
Cruise Line: Tauck
Departure: 2/6/2021 to 10/29/2021
Length: 8 to 15 Days
Starting from
$6,990
LEARN MORE
AzAmazing Evenings, Gratuities and More
Cruise Line: Azamara
Departure: 11/14/2021 to 2/23/2022
Length: 12 to 22 Nights
Starts: Miami, Lisbon or Buenos Aires
Starting from
$2,002
LEARN MORE
7-Night Roundtrip Miami
Cruise Line: Royal Caribbean International
Departure: 11/7/2020 to 12/31/2021
Length: 7 to 8 Nights
Starts: Miami, FL
Starting from
$827
LEARN MORE
Private Yacht Experience, Shipboard Credit and More
Cruise Line: Windstar Cruises
Departure: 1/2/2021 to 4/2/2022
Length: 7 to 21 Days
Starting from
$1,799
LEARN MORE
AzAmazing Evenings, Gratuities and More
Cruise Line: Azamara
Departure: 11/14/2020 | 1/07/2022
Length: 12 to 16 Nights
Starting from
$2,002
LEARN MORE
Onboard Host, Exclusive Shore Event and More
Cruise Line: Celebrity Cruises
Departure: 1/17/2021 to 4/15/2022
Length: 7 to 12 Days
Starts: Ft. Lauderdale, FL | Tampa, FL
Starting from
$1,273
LEARN MORE
The Western Caribbean is known for world-class diving and Mayan ruins, the Eastern Caribbean offers spectacular beaches, and the Southern Caribbean charms with island nations such as Barbados, Curacao, Martinique and St. Lucia. Cruise Specialists cruise consultants can help select the right type of ship and destination, whether this is your first trip or a return to the sunny Caribbean.
Destination Highlights
The Bahamas, St. Thomas, St. Croix (U.S. Virgin Islands), Basseterre (St. Kitts and Nevis), Georgetown (Grand Cayman), Key West, Costa Maya (Mexico), Cozumel (Mexico), Roatan (Honduras), Havana (Cuba), Ojanjestad (Aruba), Bonaire, Curacao, Bridgetown (Barbados), Fort-De-France (Martinique), Castries (St. Lucia), Samana (Dominican Republic), the Grenadines, St. Barts, San Blas Islands, San Juan (Puerto Rico), cruise line private islands
Popular Activities
Sunbathing, swimming, diving, snorkeling, catamaran rides, underwater cave exploration, marine animal viewing and interactions
To learn more about cruises to this destination please contact one of our cruise experts
CONTACT AN AGENT
Images Back to Top
Relaxing on the Sandy Beaches
Relaxing on the Sandy Beaches
Family fun under the Sun
Family fun under the Sun
Sand and Sea
Sand and Sea
Destination Back to Top
Experts
Janet Lanterman
Janet Lanterman
Founder
CONTACT JANET
ABOUT JANET
Janet Olczak-Lanterman founded Cruise Specialists in 1987 after sailing for many years as a registered nurse for major cruise lines. The company has grown from ...Read more
Bridgett Quinn Webber
Bridgett Quinn Webber
Cruise Consultant
CONTACT BRIDGETT
ABOUT BRIDGETT
Bridgett’s travel industry career includes five years working onboard Holland America Line ships as Cruise Staff and Guest Relations Supervisor. She was fortunate enough ...Read more
Teresa Skeim
Teresa Skeim
Cruise Consultant
CONTACT TERESA
ABOUT TERESA
Teresa’s mission statement is “Move life forward – live life now, don’t wait!” With that guiding principle in mind, she works tirelessly to help clients ...Read more
Back to Top
Expert Reviews & Recommendations
Spectacular Regent Seven Seas Splendor
The Rejuvenated Crystal Serenity
Holland America Caribbean Cruise, for that Winter Escape