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Departure City:

Destination: The Caribbean

Dates: All Dates


Flight + Hotel

Your dates from $382

Flight + Car

Your dates from $317


San Juan, Puerto Rico: Que Romantico!
Slip into something seductive and feel the sensual pulse of colonial San Juan.
Includes Flight, Hotel, Taxes & Fees
from $382
per person
Negril, Jamaica (via Montego Bay): Hot Beaches, Cool Runnin's
If you're yearning for a laid-back, relaxing beach break of Bob Marley-esque proportions, then take this trip, mon.
Includes Flight, Hotel, Taxes & Fees
from $405
per person
Ocho Rios, Jamaica (via Montego Bay): Jerk Chicken, Towering Waterfalls and Reggae Rhythms
Och's vibrant energy draws visitors one hour south of Montego Bay to natural beauty, lazy beaches and Jamaican merriment.
Includes Flight, Hotel, Taxes & Fees
from $405
per person
Jamaica (via Montego Bay): Reggae All the Way
When you crave the thrill of vacation, but fear the shock of the final bill, a Jamaican resort is the answer
Includes Flight, Hotel, Taxes & Fees
from $405
per person
El Morro Fort
Photo by IgoUgo.com
Eastern Puerto Rico (Via San Juan): Luxury Hotel Getaway
Find your own Adam (or Eve) in this tropical paradise perfect for island romance and wild discovery.
Includes Flight, Luxury Hotel, Taxes & Fees
from $484
per person
Santo Domingo, Dominican Republic: Something Old, Something Blue
North America's oldest capital brims with present-day possibilities for Caribbean adventures.
Includes Flight, Hotel, Taxes & Fees
from $485
per person
St. Martin/Sint Maarten, WI: Surf on French Turf, Splash on Holland's Half
Feast on gastronomic delights of Parisian proportions, stroll velvety sands and wade in idyllic waves before digging into Dutch culture, consumption and casinos.
Includes Flight, Hotel, Taxes & Fees
from $507
per person
Grand Cayman, Cayman Islands: Slow Down Like a Sea Turtle
Take a break from the rat race. On an island getaway, "slow and steady" wins, flippers down.
Includes Flight, Hotel, Taxes & Fees
from $514
per person
Barbados: World-Class Windsurfing, Wickets & Rum
Breeze to an island paradise caressed by two seas, swarming with flying fish and sweetened with fine rum.
Includes Flight, Hotel, Taxes & Fees
from $551
per person
Photo by IgoUgo.com
Nassau, Bahamas: Paradise Found
Nassau is a scintillating clash of contrasts--from glitzy casinos to quiet, shady lanes; modern, galvanizing resorts to tiny settlements; and couture shopping to chatty street vendors.
Includes Flight, Hotel, Taxes & Fees
from $552
per person
Freeport, Grand Bahama: Island Aphrodisiac
Escape with your sweetie to an island where amorous adventures await along with beach-side sunsets on horseback, flower-filled walks on star-lit nights, and real Cuban cigars
Includes Flight, Hotel, Taxes & Fees
from $556
per person
St. Kitts/Nevis, British West Indies: Low-Key Beach Retreat
Ease into Nevis, a petite verdant island fringed with easygoing beaches, and capped by lush mountain peaks.
Includes Flight, Hotel, Taxes & Fees
from $571
per person
Turks & Caicos: Strictly Beach-ness
Take your lover by the hand and escape to a relaxing romp on the powdery white sands of Grace Bay Beach.
Includes Flight, Hotel, Taxes & Fees
from $576
per person
Aruba: Aaaah, Aruba!
Slurp pink iguanas, and chomp jerk chicken on the white-hot isle of Aruba.
Includes Flight, Hotel, Taxes & Fees
from $584
per person
Puerto Plata, Dominican Republic: Silver Bay, Golden Beaches (All-Inclusive)
Play in Playa Dorada, a development of upscale, all-inclusive resorts garlanded by a golden beach, near the silvery bays of Puerto Plata.
Includes Flight, All-Inclusive Hotel, Taxes & Fees
from $615
per person
Punta Cana, D.R.: Iguana Be in the Caribbean
With mellow beaches, lush golf courses, and exotic wildlife, Punta Cana is an eco-friendly gem in the heart of the Caribbean.
Includes Flight, Hotel, Taxes & Fees
from $655
per person
Freeport, Grand Bahama: A Splash of Caribbean Color at Our Lucaya
Lose yourself at Our Lucaya--seven acres of sun-drenched beaches and soothing Caribbean color.
Includes Flight, Hotel, Taxes & Fees
from $671
per person
Antigua, British West Indies: Come Sail Away!
Clip through crystal clear crests on a catamaran, and feel free on Ahn-tee-gah.
Includes Flight, Hotel, Taxes & Fees
from $711
per person
St. Thomas, USVI: Bronzed Body & Booty
Catch Caribbean rays, and troll for treasures where Bluebeard and Blackbeard quaffed drinks and pulled pirate pranks.
Includes Flight, Hotel, Taxes & Fees
from $793
per person
Horeshoe Bay
Photo by IgoUgo.com
Bermuda: The Long and Shorts of It
Striking aqua waters, charming British idiosyncrasies, and arguably the friendliest people on earth are only 600 miles off the North Carolina coast (that's an hour and 43-minute flight, New Yorkers).
Includes Flight, Hotel, Taxes & Fees
from $871
per person
 
   
 
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