Caribbean Wedding Destinations & All-Inclusive Wedding Packages | Pleasant Holidays

A sheltered swimming beach and first-class service make this the perfect Montego Bay escape. Hotel description, photos and more

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This beachfront resort on Jamaica's largest private beach offers beautiful accommodations activities. Hotel description, photos and more

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Nestled on the northern shores of Jamaica this resort is renowned for its exclusive refinements. Hotel description, photos and more

*** ULTIMATE ALL-INCLUSIVE FOR FAMILIES & EVERYONE *** This resort on Negril's Seven Mile Beach offers a fun-filled experience for the entire family. Hotel description, photos and more

The 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. Hotel description, photos and more

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Hugging the most picturesque span of Negril's stunning seven-mile beach, this resort provides ultimate luxury. Hotel description, photos and more

*** ULTIMATE ALL-INCLUSIVE FOR FAMILIES & EVERYONE *** Set where the mountains meet the sea, this newly renovated resort is the ultimate family vacation spot. Hotel description, photos and more

*** LUXURY INCLUDED^® FOR COUPLES ***
Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf. Hotel description, photos and more

This oceanfront haven offers plush accommodations, a waterpark, superb dining, kid/teen clubs, and expansive event facilities. Hotel description, photos and more

This secluded hotel is set amidst a 500-acre nature preserve along two pristine beaches. Hotel description, photos and more

Tranquil rainforest surroundings, rustic ambiance and health and wellness programs create the perfect backdrop for an unforgettable vacation experience at Jungle Bay Hotel description, photos and more

This Spanish-colonial-style hotel affords easy access to historic landmarks such as El Morro and San Cristobal Fortress. Hotel description, photos and more

This luxurious haven of mindfulness, inspiration, and nourishment is ideally situated on breathtaking Dawn Beach and features spacious rooms with resort views. Hotel description, photos and more

With 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. Hotel description, photos and more

Situated in the heart of the lively Condado district, this hotel is close to the area's best restaurants, attractions and nightlife. Hotel description, photos and more

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. Hotel description, photos and more

This gracious and thoughtfully planned beachfront hotel features retro urban design and cosmopolitan flair. Hotel description, photos and more

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. Hotel description, photos and more

The historic Buccaneer, 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. Hotel description, photos and more

Located on a quiet stretch of beach in St. Croix, this resort combines privacy and relaxation with modern style and amenities. Hotel description, photos and more

This beautiful retreat is nestled amid lush tropical gardens and gently swaying palm trees. Hotel description, photos and more

Morningstar Buoy Haus Beach Resort at Frenchman's Reef, Autograph Collection is the epitome of an island escape. It features 94 rooms, including 2 premium suites, teeming with amenities and an exclusive-use tide pool. Hotel description, photos and more

Whisk away to a tropical beachfront paradise in charming St. Thomas. Hotel description, photos and more

This newly redesigned beachfront resort ushers in an era of refined style and impeccable service. Hotel description, photos and more

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. Hotel description, photos and more