Pristine Caribbean beach with palms

Caribbean All-Inclusive Resorts & Vacation Packages

 
Clear waters, warm weather and fascinating history have created cultures like none other in the Caribbean. These diverse islands come together to offer a destination with a little of everything. Some, like the Dominican Republic, feature exceptional opportunities for eco-tourism and active travel. Others, like Jamaica, are known around the world for their magnificent beaches and relaxation. Pleasant Holidays offers a variety of all-inclusive deals throught the caribbean. From adults only resorts to all-inclusive family vacations, the Caribbean has a wide range of choices.

For Caribbean all-inclusive vacations one price pays for your meals, drinks, daily activities, nightly entertainment, non-motorized water sports, tips and more.
 

Top Caribbean All-Inclusive Resorts

  • Saint Maarten, Netherlands Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Contemporary Caribbean style pairs with endless entertainment at this upscale adults-only all-inclusive resort.

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  • Saint Maarten, Netherlands Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    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.

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  • Saint Maarten, Netherlands Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Book Now With a kid's pool, five restaurants and a huge variety of activities and entertainment, this jaw-dropping resort is ideal for singles, couples, families and groups.

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  • St. Croix, Virgin Islands Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

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

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  • Antigua Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES ***
    This romantic beachfront resort on the sands of Dickenson Bay offers luxurious accommodations.

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  • Antigua Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    A luxurious escape awaits at this resort on a private beach offering exceptional vacation experience for the entire faily.

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  • Antigua Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Set along a pristine beach, this intimate all-inclusive Caribbean hideaway will delight guests with its refined, unpretentious and relaxing atmosphere.

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  • Antigua Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This gorgeous beachfront resort in Antigua features stunning bay views and a wide variety of outdoor activities.

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  • Antigua Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    Spanning 16 acres of lush tropical gardens, this eco-chic luxury hotel provides all the comforts of a 5-star resort without compromising the natural habitat that thrives around it.

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  • Antigua Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This adults-only, all-inclusive resort is a truly upscale and customizable holiday for discerning travelers.

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  • Antigua Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This eco-friendly Caribbean-style luxury resort is set on a spectacular beach bordering Devil's Bridge National Park.

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  • Antigua Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    Set on the undisturbed northeast coast of Antigua, the Pineapple Beach Club Antigua invites guests to savor the true essence of the islands.

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  • Antigua Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This hotel comprises authentic Antiguan Cottages nestled into the bluff overlooking the turquoise waters of the Caribbean.

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  • Jungle Bay Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

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

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  • Barbados Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES *** Enjoy all-suite accommodations and Butler Elite service. Every suite features Tranquility Soaking Tub™ for two.

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  • Barbados Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES ***
    This resort on the south coast of Barbados offers beautiful accommodations and impeccable service.

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  • Barbados Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Featuring an idyllic oceanfront setting, this upscale adults-only all-inclusive resort is the perfect getaway for couples and groups.

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  • Barbados Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Waves Hotel & Spa by Elegant Hotels is an all-inclusive boutique hotel located on a stretch of pristine beach, and focuses on wellness and relaxation.

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  • Jamaica, Ocho Rios Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES ***
    Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf.

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  • Jamaica, Rose Hall Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

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

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  • Jamaica, Negril Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES ***
    Hugging the most picturesque span of Negril's stunning seven-mile beach, this resort provides ultimate luxury.

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  • Jamaica, Savanna La Mar Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    This secluded hotel is set amidst a 500-acre nature preserve along two pristine beaches.

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  • Jamaica, Negril Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes 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.

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  • Jamaica, Rose Hall Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This indulgent adult-only all-inclusive escape offers sophisticated and contemporary suite accommodations within the Rose Hall resort area.

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  • Jamaica, Montego Bay Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This hip all-inclusive resort draws inspiration from the Ethiopian roots of Jamaica’s African ancestors. Guest perks include exchange privileges at the neighboring Secrets St. James.

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All-Inclusive Resorts Provide Value and Convenience


ONE PRICE COVERS NEARLY EVERYTHING:

  • All meals and drinks, including alcoholic beverages
  • Non-motorized watersports
  • Daily activities for adults and children
  • Nightly entertainment
  • Tips and hotel taxes

ENJOY ADDITIONAL INCLUDED INDULGENCES:

  • Gourmet restaurants
  • Premium brand drinks
  • 24-hour room service
  • In-room liquor and mini-bars
 

SELECT HOTELS FEATURE SPECIALLY BRANDED ALL-INCLUSIVE PROGRAMS – THESE INCLUDE:

  • All-Exclusive
  • All-In Luxury®
  • Endless Privileges®
  • Gourmet Inclusive®
  • Beyond All-Inclusive, Beyond All Compare
  • Luxury Included®
  • Unlimited-Fun®
  • Unlimited-Luxury®
  • Infinite Indulgence®
  • ALL-FUN INCLUSIVE
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]