Caribbean Hotel Deals

Caribbean Deals

Sandals-Resorts_Caribbean-Hotel_Beaches-Resort-Sale---Save-up-to-65%

Beaches Resort Sale - Save up to 65%

 
2% Donation
Donation applies when you are logged in with a selected cause.

Includes hundreds in air credit, booking bonus, free catamaran cruise and moreExpires: 10-02-2016Beaches Resorts

Priceline_Caribbean-Vacations_Top-Rated-Atlantis-Resort-up-to-50%-OFF-

Top-Rated Atlantis Resort up to 50% OFF

$159+
Up to 5% Donation
Donation applies when you are logged in with a selected cause.

Up to $150 in resort credit + FREE Shallow Water Dolphin InteractExpires: 11-16-2016Priceline

Hilton_Caribbean-Hotel_Hilton-Caribbean-Sale---Great-Rates-+-$50-Daily-Credit

Hilton Caribbean Sale - Great Rates + $50 Daily Credit

$99+
2% Donation
Donation applies when you are logged in with a selected cause.

Valid for last-minute stays through October - book by September 30Expires: 09-30-2016Hilton

Hilton_Caribbean-Hotel_Special-Rate-at-Luxury-Hilton-Barbados

Special Rate at Luxury Hilton Barbados

$199
2% Donation
Donation applies when you are logged in with a selected cause.

Digital check-in, no booking fees, HHonors® Points & lowest priceExpires: 11-11-2016Hilton Barbados Resort

Be-Live-Hotels_Caribbean-Hotel_Be-Live-Caribbean-Hotel-Deals

Be Live Caribbean Hotel Deals

$49.00$120.00
3.25% Donation
Donation applies when you are logged in with a selected cause.

Upscale stays in Punta Cana, La Romana, Dominican RepublicExpires: 09-30-2016Be Live Hotels

Sandals-Resorts_Caribbean-Hotel_Sandals-Halcyon-Beach-up-to-60%-OFF

Sandals Halcyon Beach up to 60% OFF

 
2% Donation
Donation applies when you are logged in with a selected cause.

All-inclusve property on one incredible beachExpires: 11-11-2016Sandals Halcyon Beach St. Lucia

bookit.com_Caribbean-Hotel_Blue-Bay-Hotels-&-Resorts-at-Minimum-55%-OFF-

Blue Bay Hotels & Resorts at Minimum 55% OFF

$45.00$100.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Huge discounts on all-inclusive stays in Riviera Maya, Puerto Plata, Santo Domingo, and PanamaExpires: 10-12-2016BookIt.com

Sandals-Resorts_Caribbean-Hotel_7-Nts-at-Sandals-+-$1000-Air-Credit

7 Nts at Sandals + $1000 Air Credit

$674
2% Donation
Donation applies when you are logged in with a selected cause.

Save up 65% + vacation in absoute luxuryExpires: 11-17-2016Sandals Resorts

Sandals-Resorts_Caribbean-Hotel_Sandals-Grande-St.-Lucia-up-to-65%-OFF

Sandals Grande St. Lucia up to 65% OFF

 
2% Donation
Donation applies when you are logged in with a selected cause.

Gorgeous property on perfect sand beachesExpires: 09-30-2016Sandals Grande St. Lucia

bookit.com_Resort-&-Spa-&-Discounts_Top-10-Family-Friendly-All-Inclusive-Resorts-50%-OFF

Top 10 Family-Friendly All-Inclusive Resorts 50% OFF

$99.00$249.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Includes instant rebates, free resort credits, upgrades and more Expires: 09-29-2016BookIt.com

Hilton_Resort-&-Spa-&-Discounts_-Puerto-Rico-Waldorf-Astoria-Resort-at-35%-OFF-

Puerto Rico Waldorf Astoria Resort at 35% OFF

$149+
2% Donation
Donation applies when you are logged in with a selected cause.

Grab a savings package for a $200 instant air credit and $150 resort creditExpires: 12-22-2016El Conquistador Resort

bookit.com_Mexico-Hotel_Melia-Caribbean-&-Mexicos-Resorts-30-60%-OFF

Melia Caribbean & Mexicos Resorts 30-60% OFF

$127.00$318.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Plus up to $1500 in resort coupons, flight credits and moreExpires: 10-31-2016BookIt.com

Sandals-Resorts_Caribbean-Hotel_Sandals-Barbados-Rates-up-to-60%-OFF

Sandals Barbados Rates up to 60% OFF

 
2% Donation
Donation applies when you are logged in with a selected cause.

All-new retreat in the spirited St. Lawrence Gap areaExpires: 10-13-2016Sandals

Travelocity_Caribbean-Hotel_Beach-Resorts-This-Summer-for-$99-or-Less

Beach Resorts This Summer for $99 or Less

 
Up to 3.5% Donation
Donation applies when you are logged in with a selected cause.

3- and 4-star properties on Punta Cana and Jamaica heavily discountedExpires: 12-14-2016Travelocity

Sandals-Resorts_Caribbean-Hotel_Sandals-"End-of-Summer"-Sale-w/Extras

Sandals "End of Summer" Sale w/Extras

$150+
2% Donation
Donation applies when you are logged in with a selected cause.

Save up to 65% on rates + FREE night, air credits and booking bonusesExpires: 10-28-2016Sandals All-Inclusive Resorts

bookit.com_Mexico-Hotel_Bahia-Principe-All-Inclusive-Resorts-55%-OFF

Bahia Principe All-Inclusive Resorts 55% OFF

$56.00$153.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Kids stay FREE, FREE golf, flight creditsExpires: 11-25-2016BookIt.com

Orbitz_Resort-&-Spa-&-Discounts_"Unlimited-Luxury"-AMResorts-at-50%-OFF

"Unlimited Luxury" AMResorts at 50% OFF

$627.00$1,139.00
Up to 5% Donation
Donation applies when you are logged in with a selected cause.

Includes brands like Zoetry, Secrets and Breathless resorts/Inc. FREE golf, massage, $400 resort couponsExpires: 10-24-2016Orbitz

Expedia_Resort-&-Spa-&-Discounts_The-Great-Jamaica-Winter-Sale

The Great Jamaica Winter Sale

$79+
Up to 4% Donation
Donation applies when you are logged in with a selected cause.

Incredible discounts at such brands as Hyatt, Iberostar, Couples, Jewel and RiuExpires: 09-30-2016Expedia

Barcelo-Hotels_Resort-&-Spa-&-Discounts_Luxury-Barcelo-All-Incl.Resorts-up-to-45%-OFF-

Luxury Barcelo All-Incl.Resorts up to 45% OFF

$179+
3% Donation
Donation applies when you are logged in with a selected cause.

All deals include airport shuttle + kids stay/eat/play freeExpires: 11-25-2016Barcelo Hotels & Resorts

Orbitz_Mexico-Hotel_50%-OFF-Rates-at-All-Inclusive-AMResorts

50% OFF Rates at All-Inclusive AMResorts

$134+
Up to 5% Donation
Donation applies when you are logged in with a selected cause.

Includes choice of in-room amenity, FREE massage, FREE green fees, up to $400 in resort couponsExpires: 10-24-2016Orbitz

Expedia_Caribbean-Hotel_Dominican-Republic-Sale---Rates-up-to-30%-OFF

Dominican Republic Sale - Rates up to 30% OFF

$59+
Up to 4% Donation
Donation applies when you are logged in with a selected cause.

Great rate discounts on stays on select islands through winterExpires: 10-26-2016Expedia

Riu-Hotels_Caribbean-Hotel_Jr.-Suite-at-Luxury-Riu-Aruba-All-Inclusive-Resort

Jr. Suite at Luxury Riu Aruba All-Inclusive Resort

$164+
3% Donation
Donation applies when you are logged in with a selected cause.

Valid for stays from October 27-December 23Expires: 11-30-2016Hotel Riu Palace Aruba

Atlantis_Caribbean-Hotel_Fall-Special-at-World-Famous-Bahamas-Resort

Fall Special at World-Famous Bahamas Resort

$299
2% Donation
Donation applies when you are logged in with a selected cause.

All meals/drinks, activities, water park - kids 4 and under stay FREEExpires: 10-21-2016Atlantis

Caribbean Hotel Deals

With so many islands to choose from, planning a trip to the Caribbean can be a tall order, but great deals on hotels will help you enjoy a picture-perfect getaway.

Discover the Caribbean

The Caribbean Sea is home to thousands of islands, ranging from Antigua to the Dominican Republic to Trinidad and Tobago. No matter what type of island experience you're looking for, you'll find it in the Caribbean. Aruba offers beautiful beaches, large resorts, and an easy way to get away from it all. The Cayman Islands boast world-class diving and snorkeling, as well as top-notch swimming and watersports. Jamaica welcomes visitors with a mix of upscale resorts, local culture, unbeatable music, and outdoor adventures. Dominica is ideal for travelers who are looking for all-inclusive resorts. Trinidad celebrates its Creole culture year-round and hosts one of the world's most colorful Carnival parties.

Best Time of Year to Get Cheap Hotels in the Caribbean

Though the Caribbean includes an expansive area with more than 5,000 islands, weather and tourism seasons tend to be consistent across much of the region. Throughout the Caribbean, winter is the high season and the most expensive time to visit, thanks to warm weather that attracts visitors who want to escape the cold temperatures back home. You'll find much cheaper room rates if you visit during the low season, which includes June, July, and August. If you visit during shoulder season, which includes the late spring and early fall, you might also score a great deal. Plan your trip during hurricane season, which reaches its peak during September and October, and you might get lucky and find cheap accommodations.

Top Tourist Attractions and Nightlife

Once you've decided on an island or two and found a good deal on a hotel, it's time to start planning your Caribbean getaway. If you have your sights set on the Cayman Islands, don't miss Seven Mile Beach, long considered one of the Caribbean's top beaches, or Stingray City, where you can interact with rare and beautiful stingrays. In the British Virgin Islands, charter a sailboat to travel between major dive sites and catch some rays in Cane Garden Bay or explore the coves of The Baths. On Curaçao, book a scuba diving or snorkeling excursion or hit the nightclubs in Willemstad. On Turks & Caicos, chill out on the sand in Grace Bay or hit the links at the highly rated Provo Golf Club.