Caribbean Wedding Destinations & All-Inclusive Wedding Packages | Pleasant Holidays
Caribbean Wedding Hotel & Resorts Listings
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Blue Waters Resort & Spa
Antigua
This resort on Soldier's Bay features luxurious guest rooms, suites, and villas with unprecedented access to three secluded beaches and a variety of dining options and bars.
Book NowCarlisle Bay
Antigua
Perfectly located on a breathtaking horseshoe bay on the southwestern shore of Antigua, Carlisle Bay is a modern Caribbean classic instilled with genuine West Indian conviviality.
Book NowThis hotel comprises authentic Antiguan Cottages nestled into the bluff overlooking the turquoise waters of the Caribbean.
Book NowSet along a pristine beach, this intimate all-inclusive Caribbean hideaway will delight guests with its refined, unpretentious and relaxing atmosphere.
Book NowSpanning 16 acres of lush tropical gardens, this eco-chic luxury hotel provides intimate comforts in 25 luxury cottages without compromising the natural habitat that thrives around it.
Book NowA luxurious escape awaits at this resort on a private beach offering an exceptional vacation experience for the entire family.
Book NowRoyalton CHIC Antigua
Antigua
Dig your toes in the sand and feel the warm Caribbean sunshine caress against your skin at the adults-only Royalton CHIC Antigua resort.
Book Now*** LUXURY INCLUDED® FOR COUPLES ***
This romantic beachfront resort on the sands of Dickenson Bay offers luxurious accommodations.
This gorgeous beachfront resort in Antigua features stunning bay views and a wide variety of outdoor activities.
Book NowA multi-million dollar renovation has dramatically changed this hotel's guest rooms and raised the bar for luxury hospitality in Barbados.
Book NowHilton Barbados Resort
Barbados
This deluxe hotel is set on the lush tropical peninsula of Needham's Point and surrounded by two powdery soft white-sand beaches and pristine blue waters.
Book Now*** LUXURY INCLUDED® FOR COUPLES ***
This resort on the south coast of Barbados offers beautiful accommodations and impeccable service.
*** LUXURY INCLUDED® FOR COUPLES *** Enjoy all-suite accommodations and Butler Elite service. Every suite features Tranquility Soaking Tub™ for two.
Book NowFeaturing an idyllic oceanfront setting, this upscale adults-only all-inclusive resort is the perfect getaway for couples and groups.
Book NowThe Crane Resort
Barbados
This lovingly restored resort, recognized as the Caribbean's oldest continuously operating hotel, is perched on a cliff above Crane beach.
Book NowThe House by Elegant Hotels
Barbados
Recently redesigned and reimagined, this luxury adults-only resort attracts guests who are wanting to be pampered with a home-away-from-home feel.
Book NowWaves Hotel & Spa by Elegant Hotels is an all-inclusive boutique hotel located on a stretch of pristine beach, and focuses on wellness and relaxation.
Book NowCambridge Beaches Resort & Spa
Bermuda
Steeped in tradition and Bermuda history, this resort has been a destination for oceanfront escapes since 1923. With authentic cottage accommodations and a wealth of amenities, there’s truly no better way to experience the luxuries of Bermuda.
Book NowThis beautiful resort overlooking the sparkling waters of the Atlantic Ocean features beautifully appointed guest rooms.
Book NowPerfectly located between downtown San Juan and the award-winning Isla Verde Beach this hotel offers authentic Puerto Rican hospitality and spacious guest rooms with upscale amenities.
Book NowGrand Cayman Marriott Resort
Grand Cayman
Located on world-famous Seven Mile Beach, this oceanfront hotel invites you to revel in relaxation. After a recent $15-million renovation, the 299-guestroom resort allows guests to unwind in style.
Book NowHoliday Inn Resort Grand Cayman
Grand Cayman
The Holiday Inn Resort Grand Cayman is where tranquility, fun and beauty are yours to enjoy. Surrounded by palm trees, the hotel is set in one of the most stunning destinations in the world.
Book NowThis resort on Seven Mile Beach is thoughtfully designed to be an effortless escape for couples, families and groups.
Book NowThis exclusive oceanfront resort delivers a grand level of relaxation and luxury with guest rooms overlooking the ocean, pool or gardens, suites with full kitchens, and an exclusive penthouse with space for 22 guests.
Book NowThis well-appointed resort fronts Seven Mile Beach and affords breathtaking views with easy access to the island's best attractions.
Book NowA sheltered swimming beach and first-class service make this the perfect Montego Bay escape.
Book Now*** LUXURY INCLUDED® FOR COUPLES ***
This beachfront resort on Jamaica's largest private beach offers beautiful accommodations activities.
Sandals Royal Caribbean Resort & Private Island
- All-Inclusive
- AAA Four Diamond Hotel
Jamaica, Montego Bay
*** LUXURY INCLUDED® FOR COUPLES ***
Nestled on the northern shores of Jamaica this resort is renowned for its exclusive refinements.
*** ULTIMATE ALL-INCLUSIVE FOR FAMILIES & EVERYONE *** This resort on Negril's Seven Mile Beach offers a fun-filled experience for the entire family.
Book NowThe fun is always included at this all-inclusive, adults-only resort beloved by active guests. Set on 19 acres, on world-famous Seven Mile Beach, it is spread out yet intimate for seclusion.
Book Now*** LUXURY INCLUDED® FOR COUPLES ***
Hugging the most picturesque span of Negril's stunning seven-mile beach, this resort provides ultimate luxury.
*** ULTIMATE ALL-INCLUSIVE FOR FAMILIES & EVERYONE *** Set where the mountains meet the sea, this newly renovated resort is the ultimate family vacation spot.
Book Now*** LUXURY INCLUDED® FOR COUPLES ***
Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf.
This oceanfront haven offers plush accommodations, a waterpark, superb dining, kid/teen clubs, and expansive event facilities.
Book NowThis secluded hotel is set amidst a 500-acre nature preserve along two pristine beaches.
Book NowTranquil rainforest surroundings, rustic ambiance and health and wellness programs create the perfect backdrop for an unforgettable vacation experience at Jungle Bay
Book NowHotel Rumbao, a Tribute Portfolio Hotel
Old San Juan
This Spanish-colonial-style hotel affords easy access to historic landmarks such as El Morro and San Cristobal Fortress.
Book NowJW Marriott St. Maarten Beach Resort & Spa
Saint Maarten, Netherlands
This luxurious haven of mindfulness, inspiration, and nourishment is ideally situated on breathtaking Dawn Beach and features spacious rooms with resort views.
Book NowWith an unparalleled setting on Anse Marcel Bay, this luxurious adults-only all-suite resort features a hip, vibrant atmosphere, stunning views and the largest infinity pool in the Western Caribbean.
Book NowAC Hotel By Marriott San Juan Condado
San Juan, Puerto Rico
Situated in the heart of the lively Condado district, this hotel is close to the area's best restaurants, attractions and nightlife.
Book NowCaribe Hilton
San Juan, Puerto Rico
Resting on a beautiful peninsula amid 17 acres of tropical landscaping, sets the scene for an idyllic vacation experience. The resort is near historic Old San Juan and the vibrant Condado district.
Book NowLa Concha Renaissance San Juan Resort
San Juan, Puerto Rico
This gracious and thoughtfully planned beachfront hotel features retro urban design and cosmopolitan flair.
Book NowRoyal Sonesta San Juan
San Juan, Puerto Rico
This upscale hotel is situated on a white-sand beach and features upscale guest rooms and suites overlooking palm-fringed Isla Verde Beach and the sparkling Atlantic.
Book NowThe Buccaneer Beach & Golf Resort
St. Croix, USVI
This historic hotel, family-owned and operated since it opened in 1947, is St. Croix's premier resort. Its 131 rooms are set on 340 tropical beachfront acres near Christiansted, offering golf, tennis, spa, watersports and dining options.
Book NowLocated on a quiet stretch of beach in St. Croix, this resort combines privacy and relaxation with contemporary style and amenities.
Book NowThe Westin St. John Resort Villas
St. John, USVI
This beautiful retreat is nestled amid lush tropical gardens and gently swaying palm trees.
Book NowThe epitome of an island escape, this resort features 94 rooms, including two premium suites, teeming with amenities and an exclusive-use tide pool.
Book NowSecret Harbour Beach Resort
St. Thomas, USVI
Whisk away to a tropical beachfront paradise in charming St. Thomas.
Book NowThis newly redesigned beachfront resort ushers in an era of refined style and impeccable service.
Book NowThe Westin Beach Resort & Spa at Frenchman's Reef
St. Thomas, USVI
Perched high above the Caribbean, The Westin Beach Resort & Spa at Frenchman's Reef features rooms and suites with private balconies and commanding views. It is conveniently located near the capital of the U.S. Virgin Islands, Charlotte Amalie.
Book NowCategory: Destination Weddings