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Caribbean Vacations & Resorts

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Featured Deals in the Caribbean

Featured Deals in the Caribbean

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  • Punta Cana
    Special discounted rates

    Dreams Cap Cana - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    2026: Nov 14 - Nov 16
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $974 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Montego Bay
    Special discounted rates
    Limited time steal of a deal

    Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - All Inclusive - Adults Only
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 25, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $1,065 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana
    Savings up to 28%

    Bahia Principe Explore Punta Cana - Hyatt Inclusive Collection - All Inclusive
    4.5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 24, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $812 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana

    Riu Bambu - All Inclusive
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 26, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $714 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana
    Limited Time Steal of a Deal

    Riu Palace Bavaro - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 24, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $840 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana

    Riu Palace Macao - All Inclusive - Adults Only
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 26, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $871 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana
    Includes savings up to 55%
    Limited time steal of a deal

    Riu Palace Punta Cana - All Inclusive
    5 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 24, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $803 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana

    Riu Republica - All Inclusive - Adults Only
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    2026: Oct 18, Oct 26
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $725 per person
  • TripAdvisor Traveler Rating
    TripAdvisor Reviews
    Punta Cana
    Flash Sale Pricing

    Royalton Bavaro, An Autograph Collection All - Inclusive Resort & Casino
    4 star hotel
    TripAdvisor Traveler Rating
    TripAdvisor Reviews
    All-Inclusive
    Round-Trip Flights Included
    Best Priced Departure Dates
    Oct 24, 2026
    4 Nights Hotel + Flights Hotel + Flight + Taxes & Fees
    From $904 per person
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Best Caribbean Vacation Deals

From the turquoise waters of St. Lucia and Bermuda to the tropical charm of Grenada and Antigua, there's a Caribbean holiday destination for everyone — whether your travel style is to stick to a strict schedule or you prefer more flexibility.

Whether you're building sandcastles with the kids, sharing a dreamy dinner with your partner, or celebrating a special occasion with multiple generations, Apple Vacations makes it easy to turn your dreams into real, lived stories. With all-inclusive trips to Caribbean islands that cover accommodations and experiences, you can focus on sharing laughter and adventures with those you love.

Anguilla

Discover 33 pristine beaches, view the most beautiful landscapes, visit cultural landmarks, or brush up on your golf game.
Discover 33 pristine beaches, view the most beautiful landscapes, visit cultural landmarks, or brush up on your golf game.
Take Me There

Antigua

There are 365 beaches in Antigua, one for each day of the year. Antigua's beaches are some of the most beautiful in the Caribbean.
There are 365 beaches in Antigua, one for each day of the year. Antigua's beaches are some of the most beautiful in the Caribbean.
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Aruba

Full of charm and beauty, the island of Aruba is home to a variety of natural wonders, thrilling activities, and cultural gems.
Full of charm and beauty, the island of Aruba is home to a variety of natural wonders, thrilling activities, and cultural gems.
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Bahamas

Clear waters, breathtaking beaches, and over 700 stunning islands make up over 100,000 square miles of tropical beauty.
Clear waters, breathtaking beaches, and over 700 stunning islands make up over 100,000 square miles of tropical beauty.
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Barbados

Barbados is a charming tropical island rich in history and tradition. Famous for its endless pink and white sand beaches.
Barbados is a charming tropical island rich in history and tradition. Famous for its endless pink and white sand beaches.
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Bermuda

Comprised of dozens of islands; each with captivating beaches, picturesque cliffs, and sensational coves.
Comprised of dozens of islands; each with captivating beaches, picturesque cliffs, and sensational coves.
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Bimini

This unique Bahamian island is as fascinating as it is beautiful. Bimini is both captivating and culturally significant.
This unique Bahamian island is as fascinating as it is beautiful. Bimini is both captivating and culturally significant.
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Bonaire

Bonaire overflows with natural beauty. Gentle trade winds and calm waters provide the perfect mix for watersports.
Bonaire overflows with natural beauty. Gentle trade winds and calm waters provide the perfect mix for watersports.
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Curaçao

Find a little piece of heaven on this beautiful southern Caribbean island. Curaao holds something for everyone.
Find a little piece of heaven on this beautiful southern Caribbean island. Curaao holds something for everyone.
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Eleuthera & Harbour Island

Famous for it's beautiful pink and white sand beaches, Eleuthera & Harbour Island is a true Bahamian paradise.
Famous for it's beautiful pink and white sand beaches, Eleuthera & Harbour Island is a true Bahamian paradise.
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Great Exuma Island

Sparkling sapphire waters, untouched beaches, and outstanding resorts. This is Exuma, located just southeast of Nassau.
Sparkling sapphire waters, untouched beaches, and outstanding resorts. This is Exuma, located just southeast of Nassau.
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Grand Cayman

Grand Cayman is a diver's dream! Underwater adventure abounds with fascinating coral reefs and colorful marine life.
Grand Cayman is a diver's dream! Underwater adventure abounds with fascinating coral reefs and colorful marine life.
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Dominican Republic

Dominican Republic has it all! Known for its gorgeous beaches and thrilling excursions, this Caribbean paradise is a popular resort destinations.
Dominican Republic has it all! Known for its gorgeous beaches and thrilling excursions, this Caribbean paradise is a popular resort destinations.
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Grenada

Grenada’s landscape is made up of tropical rainforests, cascading rivers, bubbling waterfalls, and black and white sand beaches.
Grenada’s landscape is made up of tropical rainforests, cascading rivers, bubbling waterfalls, and black and white sand beaches.
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Jamaica

Nothing is a problem on this island paradise where reggae, romance, and the Caribbean sun come together with all-inclusive vacation packages.
Nothing is a problem on this island paradise where reggae, romance, and the Caribbean sun come together with all-inclusive vacation packages.
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Martinique

With creole influences and a wealth of dazzling natural beauty, Martinique shines!
With creole influences and a wealth of dazzling natural beauty, Martinique shines!
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Puerto Rico

With an abundance of beautiful beaches, amazing waterfalls, and other natural wonders, Puerto Rico has it all.
With an abundance of beautiful beaches, amazing waterfalls, and other natural wonders, Puerto Rico has it all.
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St. Barth's

Also known as St. Barts or St. Barthelemy, St. Barth's is referred to as the “Monte Carlo of the Caribbean”.
Also known as St. Barts or St. Barthelemy, St. Barth's is referred to as the “Monte Carlo of the Caribbean”.
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St. Croix

St. Croix, the largest of the U.S. Virgin Islands, offers a tranquil tropical destination for vacationers, honeymooners, scuba divers, and more.
St. Croix, the largest of the U.S. Virgin Islands, offers a tranquil tropical destination for vacationers, honeymooners, scuba divers, and more.
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St. Kitts

Intoxicating natural beauty, warm waters, and white sandy beaches combine to make St. Kitts one of the most seductive spots in the Caribbean.
Intoxicating natural beauty, warm waters, and white sandy beaches combine to make St. Kitts one of the most seductive spots in the Caribbean.
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St. Lucia

Experience St. Lucia, an island that boasts a bounty of natural wonders.
Experience St. Lucia, an island that boasts a bounty of natural wonders.
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St. Martin / St. Maarten

All of the finer things in life can be found on this elegant island that shares the cultures of two countries.
All of the finer things in life can be found on this elegant island that shares the cultures of two countries.
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St. Thomas

The most cosmopolitan of the U.S. Virgin Islands, St. Thomas still retains the distinctive atmosphere of a secluded Caribbean paradise.
The most cosmopolitan of the U.S. Virgin Islands, St. Thomas still retains the distinctive atmosphere of a secluded Caribbean paradise.
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Turks & Caicos

A perfect climate, pristine beaches, and soothing turquoise and emerald surf combine for the ideal vacation experience in Turks and Caicos.
A perfect climate, pristine beaches, and soothing turquoise and emerald surf combine for the ideal vacation experience in Turks and Caicos.
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Virgin Gorda

The perfect escape for both nature lovers and history buffs, Virgin Gorda offers a perfect mix of unspoiled beaches and trails.
The perfect escape for both nature lovers and history buffs, Virgin Gorda offers a perfect mix of unspoiled beaches and trails.
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Exclusive Perks for Your Getaway