Caribbean Islands

Crystal-clear waters, white sand beaches, and endless paradise await

28+
Islands to Explore
75°-85°
Year-Round Temps
2-5 hrs
Flights from US

Why Visit the Caribbean?

Discover what makes the Caribbean the ultimate tropical escape

Perfect Weather

Enjoy warm temperatures year-round with gentle trade winds and 250+ days of sunshine.

Pristine Beaches

World-renowned shores with powder-white sand and crystal-clear turquoise waters.

Rich Culture

Experience vibrant music, flavorful cuisine, and warm hospitality across diverse islands.

Easy Access

Short flights from most US cities with no passport required for US territories.

Best Time to Visit

Plan your trip around weather, crowds, and prices

Peak Season

December - April
  • Best weather with lowest humidity
  • Highest prices and biggest crowds
  • Book 3-6 months in advance
  • Perfect for escaping winter

Shoulder Season

May & November
  • Good weather with fewer crowds
  • Better prices than peak season
  • Occasional brief rain showers
  • Best value for your money

Off Season

June - October
  • Hurricane season - monitor forecasts
  • Lowest prices and fewest crowds
  • Some resorts offer 40%+ discounts
  • Many islands are outside hurricane belt

Explore Caribbean Destinations

Find your perfect island paradise

Anguilla

Caribbean

Ultra-luxury destination featuring Four Seasons, Belmond Cap Juluca, Aurora, and Quintessence. Small exclusive island (16 miles long, 3 miles wide) with pristine beaches including Shoal Bay, Meads Bay, and Rendezvous Bay.

Best: December-April $500-900 per person AXA
Luxury Family Romantic Relaxing
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Antigua

Caribbean

365 beaches (one for every day). Features Sandals Grande Antigua, Royalton CHIC Antigua, and Royalton Antigua. Hosting Caribbean Travel Marketplace May 2026. Pink sand beaches and historic English Harbour. NEW Barbuda International Airport…

Best: December-April $300-550 per person (all-inclusive) ANU
Upscale Family Romantic Adventure Relaxing
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Barbados

Caribbean

Never "out of style" destination with British heritage. Features 2 Sandals resorts plus NEW Marriott Tribute Portfolio all-inclusives (Crystal Cove Feb 2026, Turtle Beach May 2026). Famous for Crop Over carnival, rum distilleries, and both…

Best: December-April $300-500 per person BGI
Upscale Family Romantic Adventure Relaxing
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Basseterre

St. Kitts & Nevis

Twin-island nation featuring Park Hyatt St. Kitts. Historic sugar plantations, Brimstone Hill Fortress (UNESCO), scenic railway. Nevis features both Four Seasons Beach and Plantation properties. Growing luxury market.

Best: December-April $300-550 per person SKB
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Cap Cana & La Romana

Dominican Republic

Upscale area east of Punta Cana featuring Secrets Cap Cana (AAA Five Diamond), Dreams Cap Cana, and Hyatt Ziva/Zilara Cap Cana. More exclusive and refined than Punta Cana. Home to Punta Espada Golf Course and Casa de Campo resort.

Best: December-April $350-650 per person (all-inclusive) PUJ
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Exuma

Bahamas

Famous for swimming pigs at Big Major Cay. Features Grand Isle Resort and upcoming Rosewood Exuma (opening 2028). 365 cays and islands with pristine beaches and crystal-clear waters. Growing luxury destination.

Best: December-April $350-600 per person GGT
Upscale Family Romantic Adventure Relaxing
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Fort-de-France

Martinique

French Overseas Department (part of France). Euro currency, French cuisine with Caribbean beaches. Features Club Med Buccaneer's Creek. "Island of Flowers" with rum distilleries and historic Saint-Pierre.

Best: December-April $200-400 per person FDF
Moderate Family Romantic Adventure Relaxing
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Grand Cayman

Cayman Islands

Seven Mile Beach and Stingray City. Features Ritz-Carlton, Kimpton Seafire, Marriott, and Westin. Luxury destination known for world-class diving, financial center, and safe tourism. Popular for destination weddings.

Best: December-April $400-700 per person GCM
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Grenada

Caribbean

"Spice Island" featuring Sandals Grenada on Pink Gin Beach. Home to world's first underwater sculpture park. Known for nutmeg, chocolate production, and beautiful Grand Anse Beach. Less crowded alternative to busier islands.

Best: December-April $200-400 per person GND
Moderate Family Romantic Adventure Relaxing
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Kralendijk

Bonaire

Diver's paradise, part of "ABC Islands." Special municipality of Netherlands. Features Hilton Tapestry Collection. Protected marine park with world-class shore diving. Outside hurricane belt.

Best: December-April $200-400 per person BON
Moderate Family Romantic Adventure Relaxing
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Montego Bay

Jamaica

Jamaica's tourism capital with Sangster International Airport providing easiest access. Home to 7 Sandals properties across Jamaica (4 in MoBay area), plus Hyatt Inclusive Collection (Secrets, Dreams, Hyatt Ziva/Zilara, Zoëtry), RIU, and E…

Best: December-April $250-400/person Sangster International Airport (MBJ)
Moderate Family Romantic Adventure Relaxing Nightlife
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Nassau & Paradise Island

Bahamas

Home to iconic Atlantis resort (141-acre Aquaventure water park) and Baha Mar complex (Rosewood, SLS, Grand Hyatt). Cruise hub with duty-free shopping. Sandals Royal Bahamian, Club Med Columbus Isle. Gateway to 700+ Bahamian islands.

Best: December-April $300-550 per person NAS
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Negril

Jamaica

Home to iconic Seven Mile Beach, Jamaica's most laid-back beach destination. Features Beaches Negril (family flagship), Sandals Negril, Hideaway at Royalton Negril, and RIU properties. Famous for cliff diving at Rick's Cafe and stunning sunsets.

Best: December-April $200-400 per person (all-inclusive) MBJ
Moderate Family Romantic Adventure Relaxing Nightlife
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Ocho Rios

Jamaica

Jamaica's adventure tourism capital, home to Dunn's River Falls. Features Sandals Ochi, Sandals Dunn's River, RIU Ocho Rios, and multiple all-inclusive resorts. Perfect blend of beach relaxation and rainforest adventure.

Best: December-April $250-400/person Sangster International Airport (MBJ), Ian Fleming International Airport (OCJ)
Moderate Family Romantic Adventure Relaxing Nightlife
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Palm Beach

Aruba

Most revisited Caribbean destination outside the hurricane belt (guaranteed good weather). Features RIU (2 properties), Hilton, Marriott, Ritz-Carlton, and Hyatt Regency. Famous for Eagle Beach and constant trade winds. Budget-friendly wit…

Best: December-April $250-450 per person (all-inclusive) AUA
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Pointe-à-Pitre

Guadeloupe

French Overseas Department (part of France). Larger than Martinique. Features Club Med La Caravelle, La Soufrière volcano, and unspoiled nature. French-Caribbean fusion with Euro currency.

Best: December-April $200-400 per person PTP
Moderate Family Romantic Adventure Relaxing
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Port Antonio

Jamaica

Boutique Jamaica destination with authentic local culture. More villas and small properties than large resorts. Blue Lagoon, Frenchman's Cove, and unspoiled beaches. Jamaica before mass tourism.

Best: December-April $150-300 per person KIN
Moderate Family Romantic Adventure Relaxing
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Port of Spain & Tobago

Caribbean

Home to Caribbean's biggest carnival. Trinidad features Hilton Trinidad and Hyatt Regency. Birthplace of steel drum and limbo. Contrast between bustling Trinidad and serene Tobago. Bird watching paradise.

Best: January-May $150-300 per person POS
Moderate Family Romantic Adventure Relaxing Nightlife
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Providenciales

Turks & Caicos

Grace Bay Beach voted #1 beach in the world. Home to Beaches Turks & Caicos (family flagship with Caribbean's largest water park) and Club Med Turkoise. Ultra-luxury destination with pristine beaches and world-class diving.

Best: December-April $400-700 per person PLS
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Punta Cana

Dominican Republic

#1 most visited Caribbean destination with 50,000+ hotel rooms. Home to the highest concentration of all-inclusive resorts in the Caribbean. Features world-class beaches, championship golf courses, and every major resort brand including Hy…

Best: December-April $150-300 per person (all-inclusive) PUJ
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San Juan

Puerto Rico

#2 most visited Caribbean destination overall. No passport needed for U.S. citizens. Features Ritz-Carlton Dorado, Marriott, Hilton, and traditional hotels. Blend of historic Old San Juan, El Yunque rainforest, and modern amenities. Biolum…

Best: December-April $200-400 per person SJU
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St. John

U.S. Virgin Islands

No passport needed. 2/3 of island is Virgin Islands National Park. Features Westin St. John Resort Villas and Lovango Resort. Eco-tourism and nature-focused destination with world-famous Trunk Bay beach.

Best: December-April $300-550 per person STT
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St. Lucia

Caribbean

#1 ranked Caribbean destination for 2026 (U.S. News). Most romantic Caribbean island featuring iconic Pitons UNESCO World Heritage site. Home to 3 Sandals resorts, NEW Secrets St. Lucia (opened 2025), and Hideaway at Royalton. Best wedding…

Best: December-April $300-600 per person (all-inclusive) UVF
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St. Maarten/Sint Martin

Caribbean

Two countries, one island - Dutch and French sides. Princess Juliana Airport (major Caribbean hub). Features Sonesta resorts, 37 beaches, #1 shopping destination in Caribbean. Famous Maho Beach plane watching, casinos, and duty-free shopping.

Best: December-April $250-450 per person SXM
Moderate Family Romantic Adventure Relaxing Nightlife
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St. Thomas

U.S. Virgin Islands

No passport needed for U.S. citizens. Home to Ritz-Carlton, Marriott's Frenchman's Reef, and Bolongo Bay (only all-inclusive). Major cruise port with world-class duty-free shopping. Features stunning Magens Bay and Charlotte Amalie harbor.

Best: December-April $200-400 per person STT
Moderate Family Romantic Adventure Relaxing Nightlife
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St. Vincent & The Grenadines

Caribbean

Features Sandals Saint Vincent (newest Sandals resort). Unspoiled paradise and sailing destination. Exclusive private islands including Mustique, Bequia, Canouan, and pristine Tobago Cays.

Best: December-April $150-350 per person SVD
Moderate Family Romantic Adventure Relaxing
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Tortola

British Virgin Islands

#2 ranked Caribbean destination for 2026 (U.S. News). Sailing paradise with over 60 islands to explore. Features boutique properties and villa rentals. Home to The Baths on Virgin Gorda. Exclusive and unspoiled.

Best: December-April $350-600 per person EIS
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Whitehouse

Jamaica

Jamaica's South Coast features Sandals South Coast with Caribbean's first overwater bungalows. Most authentic Jamaica experience away from tourist crowds. Pristine beaches and local culture.

Best: December-April $150-300 per person KIN
Moderate Family Romantic Adventure Relaxing
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Caribbean Travel Tips

Essential information for your tropical getaway

Passports

US citizens need a passport for most Caribbean islands. Exceptions: USVI, Puerto Rico. Always check 6+ months validity.

Currency

US dollars widely accepted across most islands. Credit cards work at resorts; bring cash for local vendors.

Hurricane Season

June-November has hurricane risk. Southern islands (Aruba, Bonaire, Curaçao) are outside the hurricane belt.

Island Hopping

Many islands have inter-island flights and ferries. Plan multi-island trips for variety and adventure.

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