Top Caribbean Historical Tours

Navigate rugged terrain and take in the scenery of Puerto Rico on a thrilling ATV tour outside of San Juan. Head to the Hacienda Campo Rico in Carolina and get your single-rider ATV to begin your adventure. Join and small group and follow your guide along rough trails and enjoy views of mountains, mangroves, lagoons, and more.

Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodriguez, author of ‘The Rise and Fall of the Great Barbate.’ During the course of your day, the knowledgeable author helps you 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. Your walking trip’s length is flexible based on your needs, and also includes bottled water.

Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.

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.

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a guide who will follow a carefully curated itinerary that includes many points of interest that typical tours don't cover. You'll see many of the island's natural features, including caves, beaches, and rivers, and listen to in-depth historical commentary. Your small group is limited to just 14 people for an intimate atmosphere.

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 10 people, so you’ll enjoy personalized attention as you tick off top attractions in the 500-year-old historic center.

Get an overview of Barbados in a day with this sightseeing tour that takes you around the entire island. Travel around in an air-conditioned vehicle to top highlights like Oistins, Bottom Bay, Codrington College, St. John’s Parish, Bathsheba Beach, Speightstown, and Holetown, passing by Bridgetown and Barbados Garrison on the way. Includes lunch.

Spend half a day exploring Providenciales Island in your very own Scoot Coupe, or 'Love Buggy,' with this tour. You'll see around 85 percent of the island, with stops along the way at the Cheshire Hall Plantation and the Junkanoo Museum. You'll also stop for lunch at Da Conch Shack, included in the price of the tour.

Surprisingly, an island is an easy place to get lost if you don’t know your way around. Explore St. Kitt’s 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.

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.

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 historic legacy of Puerto Rico’s rum industry and Bacardí, its most famous brand, during this 45-minute exploration of Casa Bacardí. Learn the origins of this rum-making powerhouse and its transformation from fledgling distillery into a globally-renowned rum brand. During your visit you’ll also enjoy a welcome rum cocktail and have time to shop for souvenirs at the on-site Bacardí Shop.

Get a comprehensive view of St. Kitts' highlights and landmarks on this round-island tour. Follow your guide to points of interest such as the Wingfield Plantation, Bloody Point, the National Museum, and Caribelle Batik at Romney Manor, among many more. All entrance fees, one complimentary drink, and round-trip transportation from your hotel included.

Discover the culture, lifestyle, and street art of Puerto Rico on this small-group guided tour. After a city tour in Old San Juan, with a stop at all the main sites, head to the coastal town of Loiza, known for its African culture. End the tour in San Juan's Santurce neighborhood, and learn more about street art during a walking tour of the murals and graffiti in the area.

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.

Take in the key landmarks of Bermuda on a half-day sightseeing tour by coach from King's Wharf. Visit the Royal Naval Dockyard and learn about British colonial rule of the 1600s. Then, see the famous pink-sand beaches at Horseshoe Bay. Pickup and drop-off from the cruise port is included.

Get a comprehensive overview of the sights and landmarks on Aruba during this coach tour. From the vantage point of a comfortable seat aboard an air-conditioned coach, see all of the important sights and listen to informative, engaging commentary from your local guide. Learn about Aruban culture and history during stops at Natural Bridge, Alto Vista Chapel, Casibari Rock Formation, and the California Lighthouse. Round-trip transportation from Aruba hotels or the cruise port is included.

Experiencing the best of Grenada can be difficult for travelers with limited time. Make the most of your visit on a full day tour of highlights such as Concord Waterfalls, Diamond Chocolate Factory, and Grand Etang Lake, saving time with included round-trip transfer from your hotel or port. Gain intimate insight into Grenada’s history and culture as you explore working manufacturers, former plantations, and iconic natural landmarks with your guide.

Don’t just taste some of Barbados’ best rum—learn to craft your own rum-based cocktails with this fun-filled combo package at Mount Gay Rum Visitor Center. As well as exploring and enjoying a guided tasting session in a small group limited to 20, you’ll also enjoy a cocktail making workshop. Plus, booking your admission ticket in advance means you can head straight inside on the day.

See the all of Grand Turk's highlights on an open-air tram with historical commentary by an entertaining, informative guide. This 3-hour excursion includes historical sites like museums, churches, a prison, and the island's natural salt ponds. Get to know the locals — donkeys and wild horses — before a stop in Cockburn Town for shopping and a visit to the Grand Turk Lighthouse.

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.

Suitable for groups of all sizes, join us for a pirate adventure in your private jeep. Driven by local guides, learn about the history of piracy in the Bahamas and visit the corresponding notable locations. With 10 stops to explore, be amazed by the beautiful island scenery, classic monuments and rich history of Nassau.

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.