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Top Caribbean Multi-day Tours

We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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93 Caribbean Multi-day Tours | All Caribbean Tours

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Private Speed Boat Charter to AnguillaDay Cruises

SPECIAL OFFER

Private Speed Boat Charter to Anguilla

star-5
Venture out from St. Maarten to the island of Anguilla on your own private speedboat. Charter a boat for the day and customize your own itinerary with the captain based on your interests and the weather conditions. Snorkel in the vibrant coral reef systems to discover native marine species, swim in the pristine turquoise waters, and soak up the warm Caribbean sun with a drink on hand.
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  • 1 day
  • Free Cancellation
From
US$ 534.93
per group
US$ 629.34
US$ 94.41 savings
From
US$ 534.93
per group
US$ 629.34
US$ 94.41 savings

Overnight Tours

"THREE DAYS COMBO TOURS": Day1- West. Day2- South and Day3- North Coast

"Remember this Tour is design for those who want to see the real Jamaica". Blue Hole is located in Ocho Rios Jamaica. Also known as Secret Falls, the Blue Hole is undoubtedly one of Jamaica's hidden treasures. "It's a must see Falls". Blue Hole Falls is very deep, which make it excellent for divers, swimmers and thrill seekers. Swing on the rope like Tarzan and hike along the river. Explore Cliff Jump, small Caves, divers and much more. Irie Blue Hole is the true definition of paradise in JAMAICA .!! *Very important to all Blue Hole Visitors and Participants you must be able to swim*. "A Language guide will be with you upon Request" Note: A minimum of 2 people are required to book. Includes round trip transportation and tour to locations Lunch, entrance fees, activities fees and language guides are NOT included in cost
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  • 2 days
  • Free Cancellation
  • Taking safety measures
From
US$ 256.42
From
US$ 256.42
Taking safety measures

Exumas/Nassau 8 days catamaran cruise, inc. foodMulti-day Tours

Exumas/Nassau 8 days catamaran cruise, inc. food

Sail the Exumas islands on a luxury private all-inclusive cruise: the ultimate yacht experience. See the islands in style as you sail from Highborn Cay to Norman’s Cay, on a blissful tour of many of the area’s highlights. Try deep-sea fishing, kayaking, and paddleboarding. Snorkel among tropical fish and vivid coral, meet local iguanas and even swim with the famous swimming pigs. Rest your sea legs as you enjoy drinks at the yacht club, and unwind across heavenly powdered sandy beaches.
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  • 8 days
From
US$ 1,703.97
From
US$ 1,703.97

Jamaica's Premier Bachelorette GetawayMulti-day Tours

Jamaica's Premier Bachelorette Getaway

star-5
Get the full VIP treatment with REEL Vacations Bachelorette All-inclusive vacation package.  Experience the best of Jamaica's party scene in Montego Bay, Negril, Ocho Rios and Kingston!  Sunbathe at the most pristine private beaches in Jamaica's north coast!  We handle everything for you – 5 Star Villas, food made to order by private chef, drinks, entrance fees and all transportation.  This is a TRUE All-Inclusive Experience!  Check out our reviews on TripAdvisor to hear from our prior guests.
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  • 5 days
  • Free Cancellation
From
US$ 1,742.57
From
US$ 1,742.57

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho RiosNature and Wildlife

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation and Port Royal where you can tour a military fort built in the 17th century where pirates of the Caribbean once ruled!
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  • 2 days
  • Free Cancellation
From
US$ 1,076.93
From
US$ 1,076.93

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho RiosMulti-day Tours

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios

star-4
Add a hassle free, 3 days adventure tour package to your vacation in the beautiful town of Ocho Rios. Experience Bob Sled at Mystic Mountain, Blue Hole & Bob Marley Mausoleum, three of the top things to do in this super saver combo package in three days. Choose your custom times with private transfers pick up and drop off at your hotel lobby.
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  • 3 days
  • Free Cancellation
From
US$ 405.13
Price varies by group size
From
US$ 405.13
Price varies by group size

2-Day Adventure Tour of St Thomas and St JohnOvernight Tours

2-Day Adventure Tour of St Thomas and St John

star-4
Immerse yourself in the culture, traditions and history of St John and St Thomas during this 2-day trip. With a local guide, visit sites on both islands like the Virgin Islands National Park and the Annenberg Plantation on St John, as well as Drake's Seat, Skyline Lookout and Mountain Top on St Thomas. Stroll through downtown Charlotte Amelie on St Thomas and take in some sun and surf on St John's Cinnamon Bay Beach. Listen to engaging commentary from your local guide as you travel. Round-trip transportation from St Thomas hotels and lunch on St John is included.
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  • 2 days
  • Taking safety measures
From
US$ 375.99
per group
From
US$ 375.99
per group
Taking safety measures

Jamaica Jump and Slide Two Day Adventure from Ocho RiosOvernight Tours

Jamaica Jump and Slide Two Day Adventure from Ocho Rios

Get ready for an epic adventure on your two day tour package in the beautiful town of Ocho Rios.
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  • 2 days
  • Free Cancellation
From
US$ 256.42
Price varies by group size
From
US$ 256.42
Price varies by group size

PAP Kenscoff and Jacmel Tour From HaitiMulti-day Tours

PAP Kenscoff and Jacmel Tour From Haiti

This private tour of Port au Prince/Kenscoff and Jacmel sets off with pickup from the airport, your hotel. You will visit a number of sites in these locations including City Tours of Port au Prince and City Tours of Jacmel and sightseeing the Blue waterfall. Five nights accommodation are included and all include such, as well as breakfast each morning in the hotels, dinner, supper and beverages, and a welcome drink upon arrival.
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  • 6 days
From
US$ 2,500.00
From
US$ 2,500.00

Private 3-Day PAP La Gonave Island, Cotes des Arcadins From HAITIMulti-day Tours

Private 3-Day PAP La Gonave Island, Cotes des Arcadins From HAITI

This private tour of Port au Prince/Cotes des Arcadins, La Gonave Island sets off with pickup from the airport to your hotel. You will visit a number of sites in these locations including City Tours of Port au Prince, Petion Ville,the Observatoire, Cotes des Arcadins , Montrouis, Private Yatch por La Gonave Island, ANse a Galets, Museum Ogier Fombrun. Two night accommodation such, as well as breakfast each morning in the hotels, and beverages, and a welcome drink upon arrival.
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  • 3 days
From
US$ 750.00
From
US$ 750.00

7-Day Bus Tour Across Jamaica from Montego BayMulti-day Tours

7-Day Bus Tour Across Jamaica from Montego Bay

Get a full picture of Jamaica during this 7-day bus journey departing from Montego Bay. With a local guide, travel through verdant rain forests, along rushing rivers and up mountainsides in the country. Traverse coastal roads along the bright blue Caribbean Sea and learn about the history, people, culture and cuisine of this diverse island nation.
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  • 7 days
  • Free Cancellation
From
US$ 2,769.24
From
US$ 2,769.24

British Virgin Islands 8 days catamaran cruise, inc. foodMulti-day Tours

British Virgin Islands 8 days catamaran cruise, inc. food

Unforgettable sailing in The British Virgin Islands in a private double cabin aboard Ipanema 58 premium catamaran with captain, hostess and food included. Visit the infamous Tortola, Jost van Dyke, Virgin Gorda and Anegada. These and all the small islands in between are a diverse mix, each one with its own personality.  You will be well cared for on your crewed, spacious catamaran. Enjoy white sand beaches, coral reefs, incredible marine life, boutiques and friendly bars. 
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  • 8 days
From
US$ 1,580.79
From
US$ 1,580.79

 5-Day Mini-Vacation Package at Holiday Inn Montego Bay, JamaicaMulti-day Tours

5-Day Mini-Vacation Package at Holiday Inn Montego Bay, Jamaica

Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning Catamaran Cruise and Snorkeling Experience.
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  • 5 days
  • Taking safety measures
From
US$ 769.24
From
US$ 769.24
Taking safety measures

3-days Jamaica Sightseeing Tour of Treasure Beach and Negril departing from KingstonMulti-day Tours

3-days Jamaica Sightseeing Tour of Treasure Beach and Negril departing from Kingston

Jamaica Discovery 3-days sightseeing tour from Kingston to Treasure Beach and Negril is all things Jamaican with the full cast of Jamaican people – we are “a day in the life vacation” with an emphasis on showcasing the true Jamaica and its rich culture which will captivate and entertain.  Included are Appleton Estate Rum Tour, trip to Pelican Bar, Dolphin Quest & Black River Safari, Rick's Cafe and Negril's seven (7) miles beach and more. "Change the World by sharing ours and we shall never remain unchanged"...
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  • 3 days
From
US$ 695.00
Price varies by group size
From
US$ 695.00
Price varies by group size

Unforgettable Jarabacoa & Santo-Domingo Trip Overnight Tours

Unforgettable Jarabacoa & Santo-Domingo Trip

star-5
We have comfortable air-conditioned bus with a guide, free wi-fi, alcohol and soft drinks. During the whole excursion you will hear the interesting and funny stories aboot Dominican people, about their hobbies, daily life, education and so on. You will be accomponied with the guide from the very beginning of the excursion till the bringing you back to the hotel. With us you will have unforgettable experience in Dominican Republic!
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  • 2 days
  • Free Cancellation
From
US$ 550.85
From
US$ 550.85

Tortola (BVI) 8 days catamaran cruise, inc. foodMulti-day Tours

Tortola (BVI) 8 days catamaran cruise, inc. food

Explore Tortola in private cabins on a week long premium catamaran cruise aboard our Lagoon 620 with captain, hostess and food included. Monkey Point on Guana Island is home to dazzlingly diverse aquatic life. Cane Garden Bay is the perfect place to stroll along the shoreline. Sandy Cay is covered in beautiful trails. All in all, the Tortola Dream Premium cruise is the ultimate treat, and crewed, catered, fully-planned sailing provides a view of the BVI you won’t want to miss. Start from our Nassau base and explore everywhere from Highborn Cay to Norman’s Cay. 
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  • 8 days
From
US$ 1,739.90
From
US$ 1,739.90

5-Day Mini-Vacation Package at Royal Decameron Montego Bay, JamaicaMulti-day Tours

5-Day Mini-Vacation Package at Royal Decameron Montego Bay, Jamaica

Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning or Adults Only Afternoon Catamaran Cruise and Snorkeling Experience.
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  • 5 days
  • Taking safety measures
From
US$ 615.39
From
US$ 615.39
Taking safety measures

Portland Nature and Eco TourMulti-day Tours

Portland Nature and Eco Tour

star-5
Explore the quiet peacefulness of the region near Portland on an eco-tour. Over three days and two nights, experience the natural beauty of this part of the Eastern coast of Jamaica. Relax on the beach, paddle a canoe, hike to a waterfall, and raft on the river. This excursion gives you the chance to get away from it all and bask in Mother Nature in the Caribbean.
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  • 2 days
  • Free Cancellation
  • Taking safety measures
From
US$ 450.00
Price varies by group size
From
US$ 450.00
Price varies by group size
Taking safety measures

Guadeloupe 8 days catamaran cruise, inc. foodMulti-day Tours

Guadeloupe 8 days catamaran cruise, inc. food

Explore Guadeloupe in private cabins on a week long premium catamaran cruise aboard our Ipanema 58 with captain, hostess and food included. A dream bareboat sailing vacation on the French archipelago of Guadeloupe is the ideal family or romantic getaway. Make sure you don’t miss the beautiful Crayfish waterfall and a swim in it’s refreshing pools. For an even more dramatic sight, head south of Basse Terre and visit the famous 350-foot Carbet Waterfalls. 
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  • 8 days
From
US$ 1,501.24
From
US$ 1,501.24

Jamaica 8-Days Island Tour From Montego BayMulti-day Tours

Jamaica 8-Days Island Tour From Montego Bay

Exploring Jamaica on this 8-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island has to offer. Our true Jamaican culture will captivate and entertain you. See locations in parishes such St James, Hanover, Westmoreland, Mandeville, Kingston and St Ann. This vacation package can be customized for individuals, families or groups, and your cost includes accommodation, airport transfers, daily transportation, all tour costs and daily breakfast and dinner.
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  • 8 days
  • Free Cancellation
  • Taking safety measures
From
US$ 2,564.11
From
US$ 2,564.11
Taking safety measures

Bahía de las águilas glamping experience from Santo DomingoOvernight Tours

Bahía de las águilas glamping experience from Santo Domingo

star-5
Bahía de las Aguilas is known as one of the best unique beaches in the whole world, is located far in the south of the island, in this experience you wont stop seeing amazing locations located within the Dominican Republic, we are pretty sure you will come to love this great country and get to know it in ways few people know.
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  • 2 days
  • Free Cancellation
From
US$ 502.56
Price varies by group size
From
US$ 502.56
Price varies by group size

Grenadines 11 days catamaran cruise, inc. foodMulti-day Tours

Grenadines 11 days catamaran cruise, inc. food

Explore Grenadines and Tobago Cays in private cabins on an 11 day premium catamaran cruise aboard our Lagoon 620 or Ipanema 58 with captain, hostess and food included. This 10 night, 11 day cruise will give you time to relax with friends & family as well as discover exotic and exciting locations. The trip begins in Martinique, and takes you to Union Island, St Vincent and Tobago Cays, via some beautiful snorkelling spots.  Enjoy the comfort of a full-board experience, with all your meals served on board the boat and your nights spent at anchor, in your own private cabin with en-suite bathroom. 
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  • 11 days
From
US$ 1,934.93
From
US$ 1,934.93

5-Day Mini-Vacation Package at Jewel Grande Montego Bay, JamaicaMulti-day Tours

5-Day Mini-Vacation Package at Jewel Grande Montego Bay, Jamaica

Best Vacation Ever! 5 Days/4 Nights All-Inclusive Accommodation at a Montego Bay Family Resort with Family Morning Catamaran Cruise and Snorkeling Experience.
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  • 5 days
  • Taking safety measures
From
US$ 961.54
From
US$ 961.54
Taking safety measures

6-Day Private Tour of Jamaica from KingstonMulti-day Tours

6-Day Private Tour of Jamaica from Kingston

Enjoy a 6-day Jamaican adventure where you will visit Kingston, Ocho Rios and Portland. Enjoy both relaxing days on the beach and days packed with sightseeing and activities. This is a perfectly customized tour that will allow you to enjoy your vacation the old fashioned way.
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  • 6 days
  • Free Cancellation
From
US$ 2,800.00
From
US$ 2,800.00

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