Caribbean Tours & Trips
Is it your dream to take a luxury yacht to the Caribbean islands? Visit Antigua's lively capital and Barbuda's pink sand beaches. Relax on St. Barts' beaches, snorkel in Tobago Cays Marine Park, and swim with Exuma's famous pigs. Climb Jamaica's Dunn's River Falls, tour San Juan's forts, explore Aruba's Arikok National Park, and delight in real Caribbean food.
Excellent
- Choose from 100+ Caribbean tours
- 49 verified reviews from TourRadar travelers
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- É
Étienne • traveled in March, 2025
Really nice adventure trip. Thanks Carl for the two weeks.
Sailing through the marvellous Caribbean - D
David • traveled in March
The Tour was very good.
Explore Jamaica
Table of contents
- The best Caribbean tour packages
- Travel Caribbean your way
- Best tour companies for Caribbean tours
- Caribbean tours for every type of group
- Top Caribbean travel itineraries to fit your plans
- Demographics
- Best time to visit Caribbean
- Contact our Caribbean travel experts
- What our customers ask about Caribbean Tours & Trips
The best Caribbean tour packages
Compiled by
MelissaCaribbean travel expert at TourRadar
Sailing through the marvellous Caribbean
3 Reviews by TourRadar travelers“Really nice adventure trip. The two weeks were amazing.”
Étienne, traveled in March
A 15-day Caribbean sailing voyage from Martinique takes you to pristine locations like Tobago Cays and Mustique. Snorkel in coral reefs, wander through Port Elisabeth's colorful wooden houses, and visit the Old Hegg Turtle Sanctuary in Bequia. Suitable for ages 20+, with nights anchored in sheltered bays and dining at local restaurants.
Duration 15 days Destinations Martinique, Saint Lucia, Saint Vincent and the Grenadines, Grenada Age Range Ages 20-40 Operated in English, German Operator sailwithus From
- US$2,604+$586 local payments
Four Caribbean nations unfold aboard the luxurious Emerald Azzurra yacht. Starting in St. John's, Antigua, visitors roam pink-sand beaches of Barbuda and Fort Napoleon in Îles des Saintes. French-Caribbean fusion delights in Deshaies, Guadeloupe, before The Baths' granite pools in Virgin Gorda captivate. All-inclusive luxury with 20 meals and premium beverages.
Duration 8 days Destinations Antigua and Barbuda, Guadeloupe, Virgin Island, British, Virgin Islands, U.S. Age Range Ages 12+ Operator Emerald Cruises From $19,600
61% Off- US$7,725You save $11,875
All-verandah ultra-luxury suites with personalized butler service aboard Scenic Eclipse II feature eight bars and lounges, a 550sqm Senses Spa, and complimentary beverages including 130+ whiskeys. Snorkeling at Virgin Gorda's The Baths, visiting the Château Depaz rum distillery in St. Pierre, and checking out the uninhabited paradise of Petit Bateau Island in Tobago Cays are included. Optional helicopter flightseeing offers aerial views of St. Lucia's volcanic peaks and the turquoise waters surrounding Mayreau.
Duration 9 days Destinations Antigua and Barbuda, Virgin Island, British, Saint Lucia, Saint Vincent and the Grenadines, Barbados Age Range Ages 12+ Operator Scenic Luxury Cruises & Tours From $19,390
53% Off- US$9,135You save $10,255
Duration 15 days Destinations Puerto Rico, Virgin Island, British, Bahamas, USA Age Range Ages 12+ Operator Emerald Cruises From $25,680
50% Off- US$12,830You save $12,850
Set sail aboard Scenic Eclipse from Nassau through the Bahamas' 365-island Exuma chain to Staniel Cay, home to the famous swimming pigs. The journey then heads to historic Cockburn Town on San Salvador Island where Christopher Columbus first sighted the Americas in 1492. Check out the legendary pirate caves of Norman Island in the British Virgin Islands, stroll Shell Beach in Gustavia, St. Barts with its designer boutiques, and see the volcanic ruins at Musée Volcanologique in St. Pierre, Martinique. All-verandah suites come with butler service for all 228 guests, 10 culinary experiences, and an almost 1:1 crew-to-guest ratio. This 11-day luxury voyage wraps up in World Heritage-listed Bridgetown, Barbados.
Duration 11 days Destinations Bahamas, Virgin Island, British, Guadeloupe, Saint Pierre and Miquelon, Barbados Age Range Ages 12+ Operator Scenic Luxury Cruises & Tours From $21,690
50% Off- US$10,765You save $10,925
Aruba Highlights 7 Days/6Nights Aruba Vacation Packages All-Inclusive
2 Reviews by TourRadar travelers
Aruba's Amsterdam Manor Beach Resort serves as your base for daily all-inclusive adventures. The WWII SS Antilla wreck offers prime snorkeling, while Arikok National Park beckons for Land Rover exploration. The California Lighthouse, Butterfly Farm, and NAMA museum showcase Oranjestad's Dutch colonial charm. Total costs around $2,500 including airport transfers.
Duration 7 days Destinations Oranjestad Age Range All Ages Welcome Operated in English, Italian, French Operator Across Caribbean Excursions From
50% Off- US$3,189
Explore three distinct Cayman Islands over 7 days, starting at Marriott Grand Cayman Beach Resort near Seven Mile Beach. Dive world-class sites at Cayman Brac, kayak to uninhabited Owen Island, and snorkel with loggerhead turtles at Point of Sand. Experience luxury island-hopping with stays at Southern Cross Club and Cayman Brac Beach Resort, including local dining at Camana Bay.
Duration 7 days Destinations Cayman Islands Age Range All Ages Welcome Operated in English, French, Spanish Operator Across Caribbean Excursions From
50% Off- US$3,988
Duration 10 days Destinations Antigua and Barbuda, Guadeloupe, Dominica, Virgin Island, British, Puerto Rico Age Range Ages 12+ Operator Emerald Cruises From $14,490
58% Off- US$6,105You save $8,385
Duration 11 days Destinations Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados, Saint Vincent and the Grenadines Age Range Ages 12+ Operator Emerald Cruises From $16,290
50% Off- US$8,145You save $8,145
The luxury yacht Emerald Sakara offers an 8-day Caribbean adventure from Saint Thomas. The pristine beaches at Virgin Gorda's famous Baths, crystal-clear waters at Norman Island, and French-Creole fusion in Gustavia await. Package includes 20 gourmet meals and complimentary drinks across 8 stunning Caribbean destinations.
Duration 8 days Destinations Virgin Islands, U.S., Virgin Island, British, Anguilla, Dominican Republic, Guadeloupe Age Range Ages 12+ Operator Emerald Cruises From $9,990
62% Off- US$3,810You save $6,180
Travel Caribbean your way
More travel styles:
Best tour companies for Caribbean tours
Based on the provided feedback, your best options are really between these two tour companies, and they each excel in different areas. Across Caribbean Excursions does a solid job with their week-long Bahamas program - our travelers consistently mention how well-organized everything is and they appreciate getting a proper mix of activities while still connecting with local culture. Explore's Jamaica tour has built up quite a following too, especially for travelers who want to dig deeper into island life. The local guides make a big difference here - they take you through working coffee plantations and rum distilleries instead of just hitting tourist spots. What's particularly good about both companies is they don't just rush you from place to place. They've clearly put thought into the pacing and timing of activities, markets, beach time and cultural visits. Our customers regularly tell us they appreciate having enough time to properly experience each stop rather than just ticking boxes. I should note that while we don't have extensive review data yet, the feedback we do have from travelers who've taken these tours in the past year has been consistently positive, especially about the cultural elements and activity mix.
Caribbean tours for every type of group
Who are you traveling with?
Top Caribbean travel itineraries to fit your plans
Demographics
Solo Travelers86 tours- Couples89 tours
- Seniors (50+)42 tours
Best time to visit Caribbean
- Winter 2025 / 2026
The Caribbean winter sailing scene opens up some fantastic routes through quiet bays. You can join multi-day trips around St. Vincent and the Grenadines, where nights are spent cooking together on deck and anchoring in peaceful spots. Over in Barbuda, the yacht tours take you past pink-sand beaches and let you watch frigate birds at their UNESCO sanctuary. Our customers really enjoy stopping in Les Saintes for the French-Caribbean fusion food, especially the local coconut cake near Fort Napoleon. The Norman Island circuit includes snorkeling at old pirate caves, and there's plenty of time at hidden beaches. The British Virgin Islands yacht tours finish perfectly with beach BBQs and live music at White Bay Beach on Jost Van Dyke.
- 44 tours
- February 2026 popular 50 tours
- 24 tours
- Spring 2026
Jamaica really comes into its own in spring. The Kingston tours start at the Bob Marley Museum, then head up to local Blue Mountain coffee plantations for afternoon tastings. Port Antonio's spring activities mix bamboo river rafting with dips in the Blue Lagoon. Puerto Rico offers some great combinations - you can hike El Yunque rainforest trails and then paddle through bioluminescent waters at night. Our Barbados visitors in April start at Harrison's Cave, continue to Hunte's Gardens and usually end up joining the turtle-watching snorkel sessions along the west coast.
- popular 47 tours
- 37 tours
- 40 tours
- Summer 2026
Summer in the Dominican Republic and Puerto Rico brings out some unique experiences. Around Puerto Plata, you can join eco-projects building bottle homes and learning about local environmental work. The afternoons cool off with swims at Dudu Ecological Park's freshwater lagoon or snorkeling near Sosúa's corals. Puerto Rico's summer schedule makes good use of the long days - you'll walk through Old San Juan as the sun sets and catch early ferries to Culebra's beaches. The water activities really pick up with speedboat rides to distant cays and night kayaking in glowing waters.
- popular 37 tours
- 37 tours
- 35 tours
- Fall / Autumn 2026
Fall means better value and fewer crowds at Jamaica's top spots. You get more space to explore Blue Mountains coffee farms and extra time watching sunsets at Treasure Beach. Our travelers tell us they love the relaxed pace through Port Antonio, with plenty of swimming time at Frenchman's Cove and also the Blue Lagoon. The weather works perfectly for Dunn's River Falls climbs and Rose Hall Great House visits. The days usually wrap up at Rick's Cafe - you can watch the cliff divers with a sunset backdrop and then enjoy some live reggae.
- 25 tours
- popular 36 tours
- 32 tours
Contact our Caribbean travel experts
Melissa
Expert in Caribbean at TourRadar
Melissa is one of our seasoned Caribbean Travel Experts. Reach out to us to get all your questions about Caribbean tours answered!
- Choose from 143+ Caribbean tours
- 49 verified reviews by TourRadar customers
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Call us
+1 844 311 8331What our customers ask about Caribbean Tours & Trips
Looking to experience authentic Caribbean culture?
You'll want to go beyond those gorgeous beaches and dive into places like Santo Domingo's Mercado Modelo where you can pick up beautiful handmade larimar jewelry and fresh organic cacao. There's amazing history at UNESCO sites like Nelson's Dockyard in Antigua where 18th-century colonial buildings tell incredible stories about naval battles and trading days. One of my favorites is visiting the Rastafarian villages up in Jamaica's Blue Mountains where you can join traditional drumming ceremonies learn about Ital cooking and taste that famous Blue Mountain coffee right from family farms. For the full cultural experience try timing your visit with festivals like Barbados' Crop Over in July-August or catch Dominican Republic's Carnival February through March.
Want to discover some hidden Caribbean gems?
You've got to check out Barbuda's Frigate Bird Sanctuary where over 5000 magnificent frigatebirds make their home you can only get there by boat from Codrington Lagoon. Montserrat's volcanic landscapes are incredible especially the buried former capital Plymouth they call it the Caribbean's Pompeii. Then there's beautiful Mayreau's Salt Whistle Bay where you can watch traditional boat building and eat fresh-caught lobster right from local fishermen. Norman Island in the BVIs is pretty special too it actually inspired Treasure Island and has amazing snorkeling spots at The Indians and The Caves.
Wondering about water activities?
The Tobago Cays Marine Park is perfect for snorkeling with sea turtles and exploring pristine coral formations. If you're into diving head to the HMS Rhone wreck near Norman Island or check out those incredible underwater sculptures in Grenada's Molinere Bay. You absolutely can't miss kayaking in the bioluminescent Mosquito Bay in Vieques Puerto Rico it's the brightest bio bay anywhere. For something different try swimming with nurse sharks at Compass Cay in the Bahamas or explore Thunderball Grotto's underwater caves made famous in James Bond movies. Most local operators like Emerald Cruises provide all the water sports equipment right from their yachts.
Need help planning a multi-island trip?
Regional airlines like LIAT and Caribbean Airlines make island hopping pretty easy between major destinations. Sailing trips are great for combining places like the Windward Islands or the Virgin Islands. There are quick ferries connecting spots like St Kitts-Nevis or Antigua-Barbuda perfect for day trips. Luxury yacht charters through companies like Emerald Cruises let you customize your route and get into smaller ports that big cruise ships just can't reach places like Les Saintes or Jost Van Dyke.
Can you experience luxury and local culture together?
Absolutely! Stay at high-end places like Jamaica's Blue Mountain resorts while joining coffee harvests or book amazing beachfront villas in Bequia while learning traditional boat-building from local experts. Many luxury properties now offer cultural experiences learn traditional cooking at St. Lucia's Jade Mountain or go line fishing with locals from Anguilla's Cap Juluca. Private guides can set up exclusive experiences like traditional Maroon drumming in Jamaica's Cockpit Country or private tours of historic sugar plantations after hours.