Top Caribbean Plantation Tours

Explore St. John with a longtime resident! This private tour is conducted in a four-door Jeep Wrangler, so it is limited to four guests. (We do not go off-roading; I simply use a Jeep due to the island's steep roads.) I do not combine groups, so this tour will be tailored specifically for you & your group. We will spend a considerable amount of time in the Virgin Islands National Park where we will sightsee, check out the beaches, historical sites & more. We will take a quick ride over to Coral Bay and will hopefully see some donkeys along the way. There is an opportunity to stop for cocktails at a tiki bar or the popular Windmill Bar, or even a little snack. I can also show you some secret spots where the sea turtles are commonly seen. I have a five-star rating on TripAdvisor & I promise this will be the best day of your vacation! *If you are visiting from St. Thomas, you can take the 830am ferry for the 9am start time, and the noon ferry for the 1230pm start time.*

Exploring the Dominican Republic beyond the resort area can be challenging without a car. This half-day trip to Monkeyland makes it simple, with round-trip transportation from Bavaro and Punta Cana and a guided journey into the jungle. Visit local coffee and cacao plantations, learn about organic farming methods, stroll through botanical gardens, and spend time observing squirrel monkeys in a natural setting—and enjoy samples of fresh coffee or hot chocolate along the way.

Drift along the waters of Roseau River with this private bamboo rafting experience. Enjoy complimentary local beer or rum before setting off on your raft. Pass by mangroves and lush rainforest as your guide shares the history and ecology of the river. Hotel pickup is included for added convenience. Perfect for guests looking to unwind on their vacation.

Experience St. John's through the eyes of a local with this private guided tour. You'll learn all about the island's culture and ecology as you visit famous beaches and other tourist attractions. such as Oppenheimer Beach and Hawksnest Beach. You'll also get the chance to visit the Annaberg Sugar Plantation

On this tour, you'll be picked up at your place of stay and driven to El Yunque National Forest, which is about an hour from San Juan. You’ll experience El Yunque National Forest through the eyes of our passionate guides. You’ll be guided and listen to live documentaries about the cultural significance of this place to our Puerto Rican ancestors. This tour will give you a lot of knowledge about the importance of the tree species, wildlife, and mountain land to the people of Puerto Rico. The tour lasts about 5 hours from pick-up to drop-off, including driving time, three different stops within the forest, and a stop at a local place for souvenir shopping and lunch before making our way back to San Juan.

Skip the boring bus tours and discover the wild side of St. Kitts during this thrilling all-terrain vehicle (ATV) trip through the island's rugged interior. Follow your guide on an adrenaline-fueled ride past beautiful landscapes and sky-high volcanic peaks as you traverse sugar cane fields and lush emerald-green hillsides. Along the way, enjoy time to gain insight into the island's culture during stops at the historical sugar plantation.

Travel back in time to the 17th century with a visit to St. Nicholas Abbey on this half-day, guided tour. The Plantation House was built around 1658 and is now home to an award-winning rum distillery. Sip on samples of rum and tour the grounds on a guided tour. You can also add a visit to the Heritage Railway where you board a restored steam engine and take a round-trip ride to Cherry Tree Hill.

Whether on holiday by plane or ship or just having a few hours to kill, Supreme Motorsports is the most exciting way to see the island of Nevis for tourists and locals alike. Wild animals, tropical plants, and friendly people are frequently seen on and off the road while we rediscover some popular tourist destinations and some favorite local spots as well. We try to customize each tour for our guests, so if you're more interested in kicking back and listening to your favorite music while we explore or making a Tik Tok for friends or family, we have speakers and Go Pros available for making that moment special. All in time for your deadline or your next adventure.

Pre-booking for Barbados’ St. Nicholas Abbey Heritage Railway means you’ll save time during your vacation and secure your train journey for your preferred time slot. During the narrated ride around the abbey grounds, admire the 17th-century Great House, plantation fields, woodlands and spectacular Atlantic views from Cherry Tree Hill. Get more from your experience by upgrading to a Great House and Rail combo that includes a tour of the house, museum and rum distillery all capped by a rum tasting.

This unique tour has options for train journey only or combining it with the Great House and Distillery tour giving visitors a shorter train ride while still experiencing the enjoyment of the plantation and guided tours of the house and distillery.

Spend your day in Bonaire exploring Washington Slagbaai National Park on a guided tour. You’ll go off the beaten track in a 4x4 to deserted beaches and blowholes located within the national park, a former plantation turned into an ecological reserve. You’ll have the opportunity to see wildlife, go snorkeling and take a hike for scenic views of the Caribbean. Snacks, lunch and round-trip hotel transport are provided.

Discover St. John island's highlights even if you're short on time on this small-group tour. You won't have to plan your itinerary or transfers, and will explore the island with local insights from your guide in just a few hours. In addition to sightseeing, learn about the area's history during a visit to the remnants of a 1780s sugar mill plantation in Annaberg.

See what Barbados was like back in the 17th century as you explore St. Nicholas Abbey on a self-guided tour. Make your own way to the abbey and walk through the Great House to see several artifacts from the Amerindian settlement through colonial times. Then, visit the artisan distillery where you can see how rum is made from can to bottle.

Surprisingly, an island is an easy place to get lost if you don’t know your way around. Explore St. Kitts with a guide who knows the ins and outs of the area during this St. Kitts Grand Tour. See attractions like the Brimstine Hill Fortress, Romney Manor, and Timothy Hill Overlook and even get time to do a little shopping and swimming or snorkeling, too. Hotel pickup is included for added convenience.

Discover St Lucia’s sweet side with this chocolate-making experience. Organized by Hotel Chocolat, learn the different stages of the chocolate-making process, from harvesting cacao pulp to roasting the beans. Get hands-on making your own chocolate bar to take home. This short experience is perfect for slipping into a busy itinerary, with the option to explore more of Project Chocolat afterwards.

Prebook this chocolate-making experience at St. Lucia’s Hotel Chocolat and enjoy a unique experience you won’t soon forget. First, tour the cacao groves in the rainforest before learning how to make your own chocolate bar from scratch during a guided session. Plus, to make the day a stress-free one, lunch is also included at Hotel Chocolat, too.

Discover some of Jamaica’s top attractions including the Appleton Estate on this all-day tour. At the Appleton Estate, learn about the brand’s range of rums and the rum-making process through a multi-sensory experience. The factory tour also includes stops at an observation tower where you’ll take in panoramic views of the valley. Plus, stop by Floyd's Pelican Bar to catch the sunset.

Immerse yourself in the legacy of Barbados rum at the historic West Indies Rum Distillery, which was founded in 1893 by George Stade. Visit the world's oldest surviving pot still and walk the grounds of the Distiller’s Vault, which contains decades-old recipes, blueprints, and more. Of course, enjoy a tasting straight from the barrel and sample four rums on a scenic beach look-out deck.

Whether you want to be picked up from your resort or a cruise ship port, this tour of St. John conveniently takes care of the logistics for you. See the sights of St. John and Trunk Bay Beach without any of the planning. Enjoy a mix of relaxing beach time, a scenic ferry ride, and a lesson on the island's history from your guide.

Group tours lack the flexibility to adapt the itinerary to each participant's interests. Choose to visit just the parts of Barbados that interest you on this private tour. Travel at your own pace along a route specially created for you. Get the chance to ask questions, stop to take photos, or linger at the places that most appeal to you.

We offer a scenic tour that highlights St. Kitts’ rich history, culture, and natural beauty. Our tour begins in Historic Basseterre, where you’ll explore landmarks such as Independence Square and learn about the island’s colonial heritage. Continue to Wingfield Estate, one of the island’s oldest plantations surrounded by lush rainforest, before visiting Caribelle Batik at Romney Manor to experience the island’s vibrant batik artistry. Travel along the western coastline to Brimstone Hill Fortress National Park, the “Gibraltar of the West Indies,” then through Sandy Point/Fig Tree area, known for its striking black sand beach and history as the former French and English border. Enjoy scenic coastal views, local storytelling, and excellent photo opportunities before ending at Timothy Hill Overlook, overlooking both the Atlantic Ocean and Caribbean Sea, then return to the cruise port or hotel, or on one of our beautiful beaches and complimentary collection at a time convenient for you.

Spend half a day exploring Providenciales Island in your very own 'Love Buggy.' With this tour, see around 85 percent of the island, with stops at scenic views, hidden gems, villas, the Cheshire Hall Plantation, and more. You also stop for a delicious lunch at a famous local restaurant, included in the price of the tour.

Step into a historic Caribbean barrel house and taste the past—one sip at a time. This immersive rum tasting invites you to explore the Virgin Islands’ rich history through its most iconic export: sugarcane rum. Guided by passionate hosts in the heart of Charlotte Amalie, you’ll learn the difference between molasses and sugarcane-based rums, the role of the Virgin Islands in the global rum trade, and how French Caribbean sugarcane and cognac barrel aging create a smoother, cleaner spirit. Your senses will lead the way—start by exploring the rum aroma station, then savor a curated flight of at least four premium rums, each telling a flavorful story of terroir, craftsmanship, and island culture. This is more than a tasting—it’s an invitation to connect with the legacy of rum in the West Indies.