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Top Caribbean Multi-day Tours

Experience your destination with peace of mind. Learn what steps operators are taking to keep you safe and search for activities with increased health and safety measures. Before you go, check local regulations for the latest information.

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Experience your destination with peace of mind. Learn what steps operators are taking to keep you safe and search for activities with increased health and safety measures. Before you go, check local regulations for the latest information.

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99 Caribbean Multi-day Tours | All Caribbean Tours

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Private Speed Boat Charter to AnguillaDay Cruises

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$629.34
per group
From
US$629.34
per group

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$1,685.56
From
US$1,685.56

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

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

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

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

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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  • 3 days
  • Free Cancellation
From
US$999.00
Price varies by group size
From
US$999.00
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$589.75
per group
From
US$589.75
per group
Taking safety measures

 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

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

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$1,563.71
From
US$1,563.71

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

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

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

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$1,485.02
From
US$1,485.02

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

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
From
US$2,564.11
From
US$2,564.11

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

Discover St.Lucia Multi day TourHiking

Discover St.Lucia Multi day Tour

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at La Soufrière, one of the most popular attractions in St. Lucia. Exploring the west coast of the island as a group or privately with your driver-guide who shows you the sights from Castries to around the island.Take in the views as your guide navigates through the island's hilly and flat roads, stopping frequently for photo ops in some of the most scenic places, and hidden gems of the island.
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  • 4 days
  • Free Cancellation
From
US$600.00
From
US$600.00

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

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$1,721.10
From
US$1,721.10

Tobago Cays 8 days catamaran cruise, inc. foodMulti-day Tours

Tobago Cays 8 days catamaran cruise, inc. food

Explore The Tobago Cays in private cabins on a week long premium catamaran cruise aboard our Sanya 57 or Ipanema 58 or Lagoon 620 with captain, hostess and food included. The Tobago Cays Dream cruise will take you on a week-long adventure to Carriacou, Union, the Tobago Cays, Petit St. Vincent, then back to beautiful Grenada. Enjoy the extensive water sports this area has to offer – snorkeling with the colorful fish and kayaking into radiant sunsets – or simply lounge on the tropical shores in pure bliss.
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  • 8 days
From
US$1,477.40
From
US$1,477.40

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$1,914.03
From
US$1,914.03

8 day All Inclusive Jamaica VacationMulti-day Tours

8 day All Inclusive Jamaica Vacation

Get up and close with nature on this 8 day Tropical Vacation in Jamaica. This trip includes all the must see and do in Jamaica, and best of all it is affordable and all inclusive. Relax on powdery soft white sand beach, visit Bob Marley museum, take a scenic trip to the Blue Mountain coffee farm, eat delicious Jamaican food, relax in a natural mineral spring and so much more. Perfect for the entire family, small groups, couples and solo-travelers!
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  • 8 days
From
US$3,025.65
Price varies by group size
From
US$3,025.65
Price varies by group size

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