Top Caribbean Historical Tours

Experience the beauty of Bermuda's Crystal Caves on this 3.5hr tour excursion. Meet your local guide at the cruise ship port in Dockyard and enjoy a scenic drive along the South shore and take in the pristine views of the coastal shorelines. Arrive at the natural wonder called The Crystal Caves. Formed over millions of years ago, which features stunning azure underground pools and incredible formations of every size and shape imaginable. The lush sub-tropical gardens, unique gift shop and popular café, with a visit to Crystal Caves an adventure for the whole family. After the Caves, enjoy a Scenic Drive and journey Pass pastel-colored homes and gardens. Continue to enjoy the tour drive, with stops, for photo opportunities of some of Bermuda’s premier South Shore Beaches such as Horseshoe Bay overlook and return, back to the CruiseShip port. Look for the tour guides in Orange in the cruise ship port, and holding an Orange, "TITAN TOURS" Sign for tour check in!

Immerse yourslef in the history and culture of San Juan Old Town on a relaxed walking tour that reveals secret spots that you might otherwise miss. Numbers are limited to only 18 people, so you’ll enjoy personalized attention as you tick off top attractions in the 500-year-old historic center.

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.

Maximize your time on Grand Turk without the stress of navigating—this guided open-air tram tour takes you to all of the highlights. Cover the island’s top locations in just a couple of hours while a guide brings local history to life. Visit key landmarks, including museums, historic churches, the old prison, and the island’s famous salt ponds. The tour finishes in Cockburn Town with time for shopping and a stop at the Grand Turk Lighthouse.

Explore the capital of Aruba with a local guide on a walking tour of Oranjestad, where you’ll stop at a series of monuments, museums, and shops. Included visits to Fort Zoutman and the National Archeological Museum are a fascinating glimpse of Aruba history, and you’ll discover a long list of Oranjestad highlights that you can return to throughout your time in Aruba, from shopping stops to local restaurants.

Discover the fascinating history behind Old San Juan’s iconic landmarks on this two-and-a-half-hour walking tour. A local guide will walk you through Puerto Rico’s rich history, culture, and nature as we visit landmarks including El Castillo San Felipe del Morro Fort, San Juan Cathedral, the Governor’s Mansion, and the San Juan Gate. Local guides are fluent in both English and Spanish.

Discover the highlights and flavors of the Bahamas, without having to walk anywhere, on this sightseeing tour on a unique open-air trolley bus. Sample rum cake at the Bahamas Rum Cake Factory, explore history at the Queen’s Staircase, and taste local dishes at Arawak Cay, while learning about Bahamian history and culture from your local guide.

This tour is a great way to see the traditional side of the Dominican Republic. Many tourists only see the resort side of the country, but this tour shows the country's history and culture. Start your day in Higüey, one of the most popular cities in the country. There you will visit the Basilica and the Dominican Market, where you can get to better understand Dominican culture and society. After lunch it's time to visit Anamuya River, where you will have time to swim, enjoy nature and even slide on a 100 foot natural slide into the river.

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.

Discover one of the oldest capitals in the Western Hemisphere, and explore Old San Juan’s colorful streets and historic plazas. Visit the 16th-century San Francisco de Asis Monastery, Plaza de Armas, UNESCO-recognized city walls along the turquoise water, and the Catedral de San Juan. Along the way, your expert local guide will reveal the island’s indigenous Taíno, African, and Spanish influences. Finish at Castillo San Felipe (El Morro), using a dedicated entrance for select tour groups for easy and seamless entry into Castillo San Felipe (El Morro). Small groups and a passionate guide make history come alive in just 2.5 hours. This tour conveniently starts a short 10-minute walk from Old San Juan Cruise Port and is ideal for cruise guests looking to see the highlights of San Juan with enough time to get to and from the boat.

Discover the delicious local cuisine of Trinidad during this 3-hour evening tasting tour. Visit a number of local establishments and food stalls and sample local cuisine such as corn soup, roti, geera pork sandwiches, doubles, and much more. Learn about the island from your informative guide as you discover the hidden food gems of Trinidad. Round-trip transportation from your hotel is included.

See Old San Juan through the eyes of a knowledgeable local guide on this group tour of the historic city. Start at Plaza Colon and make your way out around town, visiting historic forts and buildings and walking along old streets as you learn about the city's evolution over the centuries.

Our top priority is to create an unforgettable experience filled with joy and happiness. You’ll not only immerse yourself in a vibrant atmosphere, but also get to explore the beauty and rich history of the city. From visiting a legendary liquor factory to enjoying unforgettable moments of fun, this journey promises excitement, culture, and pure enjoyment from start to finish.

Learn the ins and outs of the famous blue curacao liqueur distilling process on this guided tour of the Curacao Liqueur Distillery. Listen to a guide detail the history of the liqueur, used in tropical cocktails the world over, and the distilling process. Sip samples of the blue curacao, including the Senior Liqueurs, produced in the same way since 1896. Enjoy a cocktail of your choice, accompanied by gelato, in the distillery's courtyard.

Explore a peaceful side to the Cayman Islands on this e-bike tour. Perfect for those looking for a quiet activity, discover quiet coastal paths and secluded mangrove forest trails as a Naturalist guide introduces you to local plants, wildlife, history, and culture. Enjoy a more comfortable riding experience with an electric bike, meaning you can travel further without getting sore legs. This tour includes multiple short stops to allow for further exploration of the island and taking photos.

Meeting point is right at the Cruise Port. Hotel pickup & drop-offs available. Explore Nassau’s top landmarks and highlights on this 2.5-hour big bus tour. We visit and explore the Atlantis Resort, climb the Queen Victoria Staircase for amazing photos, stop at the Bahamas Rum Cake Factory, Graycliff Chocolate Factory, and John Watling’s Distillery. Along the way, enjoy engaging historical and cultural commentary from your local guide. * Discover Nassau’s landmarks and must-see sights, including a stop at the Atlantis Resort * Climb the Queen Victoria Staircase for stunning photo opportunities * Visit The Bahamas Rum Cake factory, Graycliff Chocolatier, and John Watling’s Distillery. Free Samples Included * Travel leisurely in a comfortable 30 seater shuttle bus with free WiFi * Listen to fascinating historical and cultural insights from your local guide

Explore the landmarks and highlights of Curacao with a dedicated guide on this private excursion. Travel through the city in a comfortable, air-conditioned vehicle, then go off-road to access some lesser-known attractions. Explore the island's beaches, go snorkeling, visit caves, or focus on art and architecture. Choose which areas and attractions are of interest to you, and enjoy customizing your tour according to your preferences. Round-trip transportation from Curacao hotels is provided.

We’re passionate locals who live and breathe El Yunque Rainforest. As proud guardians of this sacred rainforest, we share deep knowledge, personal stories, and a real connection to the land. El Yunque is more than Puerto Rico’s top natural attraction; it’s a living treasure filled with history, biodiversity, and breathtaking beauty What sets us apart? Small groups, big experiences.Your intimate tours allow us to truly connect with every guest while sharing hidden history, local culture, and ecological wonders most visitors never discover. Hike scenic rainforest trails, swim in refreshing natural pools, and learn fascinating insights from guides who know these lands like their own backyard—because they do. As local experts, we blend safety, fun, and sustainability to create an unforgettable adventure that celebrates Puerto Rican pride and nature’s magic. Whether you're traveling solo, with family, or with friends, this is the ultimate way to experience El Yunque up close and personal.

Explore Old San Juan at the most magical time of day during a sunset walking tour around the historic centre of Old San Juan. Exploring on foot means you’ll notice architectural details that you might otherwise miss if you were traveling in a traditional tour vehicle, while guide commentary brings the town to life with stories you’re unlikely to find in the guidebook.

Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodríguez, author of *The Rise and Fall of the Great Barbate*. Discover the area’s key historic sites and gain new insight into Puerto Rican culture. It’s a great opportunity to learn about the many stories of the people who helped to define this unique neighborhood.

Discover the best of Bonaire during this 3-hour sightseeing bus tour. Begin in the capital city of Kralendijk and discover the key landmarks of the island including the salt mines of Cargill, the old slave houses, and many beaches. Learn about the history of this small Dutch island from your tour guide.

Wander the historic streets of Old San Juan with a guide, and see the history of the island come to life through stories and anecdotes. The walking tour showcases the history of the cobbled Old San Juan streets, which date back as far as the 1800s, and covers key landmarks like the UNESCO-listed San Felipe del Morro Fortress and the Capitol of Puerto Rico building.

Experience the history and food of the island of Nassau on this half-day bus tour. Learn about the traditional food and drink of the Bahamas while tasting samples of authentic dishes. Sip on local beers and bush teas, visit a cake factory, a historical museum, and ancient battle forts. End your day with a Bahamian-style lunch at a local restaurant. Hotel or port pickup and drop-off is included.