Caribbean Hotel Deals

Caribbean Deals

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: 02-16-2017Sandals Grande St. Lucia

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

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: 01-26-2017Hilton Barbados Resort

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

Beach Resorts This Summer for $99 or Less

 
Up to 3% 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

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: 03-17-2017BookIt.com

Sandals-Resorts_Caribbean-Hotel_Sandals-Luxe-Caribbean-Resorts-35%-OFF

Sandals Luxe Caribbean Resorts 35% OFF

$145+
2% Donation
Donation applies when you are logged in with a selected cause.

Choose from 15 all-inclusive resorts on the Caribbean's best beaches Expires: 12-09-2016Sandals All-Inclusive Resorts

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: 12-16-2016Orbitz

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: 12-17-2016Be Live Hotels

bookit.com_Mexico-Hotel_Hard-Rock-Resorts-40%-OFF-or-More

Hard Rock Resorts 40% OFF or More

$179.00$321.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Hundreds off all-inclusive stays in Puerto Vallarta, Cancun and Punta CanaExpires: 12-29-2016BookIt.com

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.

Save with advanced booking - All deals include airport shuttle + kids stay/eat/play freeExpires: 02-10-2017Barcelo Hotels & Resorts

Expedia_Resort-&-Spa-&-Discounts_Sitewide-Hotel-Sale-Through-Winter

Sitewide Hotel Sale Through Winter

$28+
Up to 4% Donation
Donation applies when you are logged in with a selected cause.

Incredible discounts in all your favorite destinations around the worldExpires: 12-30-2016Expedia

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 through winter and into springExpires: 02-23-2017Hotel Riu Palace Aruba

bookit.com_Mexico-Hotel_Upscale-Resort-Sale---Save-Over-60%-

Upscale Resort Sale - Save Over 60%

$149.00$499.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

All-inclusive brands like Royalton and Memories across the Caribbean and Mexico w/hundreds in resort creditExpires: 03-31-2017BookIt.com

Hilton_Caribbean-Hotel_Waldorf-Puerto-Rico-Resort-with-4th-Night-FREE

Waldorf Puerto Rico Resort with 4th Night FREE

$154+
2% Donation
Donation applies when you are logged in with a selected cause.

Stay with already discounted rates to one of the island's finest properties Expires: 12-15-2016El Conquistador Resort & Spa

Hilton_Family-&-Theme-Park-Hotel_Hilton-Winter-Sale---Rates-Worldwide-30%-OFF

Hilton Winter Sale - Rates Worldwide 30% OFF

$59+
2% Donation
Donation applies when you are logged in with a selected cause.

Great rates at over 2,000 hotels and six Hilton brandsExpires: 12-26-2016Hilton

bookit.com_Resort-&-Spa-&-Discounts_Discounted-Holiday-Rates-at-Top-Beach-Resorts

Discounted Holiday Rates at Top Beach Resorts

$115.00$281.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Save minimum 30% on Caribbean and Mexico stays through December + extra $100-$200 back at checkoutExpires: 12-23-2016BookIt.com

bookit.com_Mexico-Hotel_Caribbean-&-Mexico-Resort-Holiday-Deals

Caribbean & Mexico Resort Holiday Deals

$121.00$471.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

Save up to 70% on all-inclusive stays from Thanksgiving to New Year's Expires: 03-18-2017BookIt.com

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

Blue Bay Hotels & Resorts Minimum 55% OFF

$42.00$100.00
2.5% Donation
Donation applies when you are logged in with a selected cause.

All-inclusive discounts in Puerto Plata, Panama Riviera Maya and Santo Domingo from $42/night!Expires: 12-14-2016BookIt.com

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: 01-12-2017Atlantis

Orbitz_Caribbean-Hotel_Great-Jamaica-Winter-Sale-up-to-50%-OFF

Great Jamaica Winter Sale up to 50% OFF

$184+
Up to 5% Donation
Donation applies when you are logged in with a selected cause.

Brands like Hyatt, Riu, Bahia Principle and Royalton all awaiting your arrivalExpires: 12-22-2016Orbitz

Orbitz_Caribbean-Hotel_Caribbean-Holiday-Sale---Save-up-to-50%

Caribbean Holiday Sale - Save up to 50%

$79+
Up to 5% Donation
Donation applies when you are logged in with a selected cause.

Ritz Carlton, Bahia Principle, Excellence, Grand Melia and other top brands discountedExpires: 02-10-2017Orbitz

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: 01-28-2017Orbitz

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: 02-10-2017BookIt.com

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.