Top Caribbean Historical Tours - page 8

Explore St. Maarten without the hassle of planning on a small-group day tour with round-trip transport from the Philipsburg cruise terminal. In addition to navigating, your guide ensures you visit the island’s top landmarks and hidden gems, from Airport Beach to a local Marigot bakery. Complimentary drinks and convenient departure times make this a popular choice for visitors docked at Philipsburg port.

For those who want to get a rundown of Antigua’s history before they set off to explore on their own, this Antigua historical sites small-group island tour gets you acquainted with the area without having to join a large group tour. Your guide leads a small group, limited to just four, around to see spots such as Nelson’s Dockyard, the English Harbour, Shirley Heights Lookout, and the Blockhouse.

Discover one of the Caribbean's oldest cities during this full-day excursion to Santo Domingo. Visit the city's top landmarks including the Our Lady of Incarnation cathedral, Colón Palace, and the National Pantheon. Take in the colonial architecture near the Malecon and enjoy included hotel pickup and a Dominican lunch before returning to Punta Cana.

Squeeze three of Grand Cayman's top attractions—Mission House, Pedro St. James Castle, and the Cayman Crystal Caves—into a single private tour. You'll check off all of the most important sights and enjoy personalized commentary from your dedicated guide. This history-focused tour is perfect for those short on time in Grand Cayman.

Our Cultural Safari stands out because we do more than just show you sights; we connect travelers with authentic Dominican culture. We have curated stops that offer our guests genuine experiences—such as visiting local communities, learning about artisanal cacao and coffee production, touring the Basilica of Higüey, and interacting with local residents. Furthermore, we work with small groups to provide a more personalized experience and foster a deeper human connection, allowing travelers to ask questions, learn, and truly experience the Dominican Republic from the inside.

Accompanied by our local guides, they will tour two extraordinary places in Santo Domingo, first a National Park full of history, culture and charm, and then we will leave for the Lighthouse in Colón, magnificent architecture where they will discover incredible little-known information about it.

Visit landmarks, museums, and more on this guided tour of Puerto Plata. Ideal for first-timers to the city, this tour takes guests to a selection of its highlights. Stops include historic streets, museums, and parks. Learn about local history from your guide as you explore Puerto Plata partly on foot and partly in the comfort of an air-conditioned vehicle with hotel pickup included.

See the best of Montego Bay in just a few hours with this private tour for up to 15 people. Your driver will pick you up at your hotel or the port and take you out on the town, where you'll have time to go shopping, do some sightseeing, and spend time relaxing on the beach.

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a a high performance Powerboat. Enjoy complimentary local drinks. Your personal tour guide and Pro USCG certified Captain will guide you to stunning and interesting historical points of interest full of Caribbean flare in style and with a high quality sound system. Choose between a bay or sunset water tour. For a minimum of 4 guests or pay for 4 and a maximum of 6. Welcome aboard!

Immerse yourself in local culture on a private bamboo rafting excursion. Enjoy hassle-free pickup from your hotel in Montego Bay or Negril, and learn about the river and the community from your guide. Relax with a limestone foot massage and fresh coconut. At Rick's cafe, a bar and restaurant, you'll have free time. Go cliff jumping or grab a meal to enjoy while you watch the sunset.

Explore Old San Juan at your own pace with this self-guided audio tour, and enjoy all the benefits of a private excursion without the price tag. Get lifetime access to the app with offline audio, maps, and geodata while learning about landmarks like Castillo de San Cristobal, Plaza de Armas, La Fortaleza, and Castillo San Felipe del Morro.

Experience the best of Antigua in one day with this small-group guided tour. Explore both the south and north coast of the island. Visit Betty's Hope Sugar Plantation, Devil's Bridge and its natural rock arch, Long Bay Beach, Shirley's Heights and the partially-restored fortifications, Dow’s Hill Interpretation Centre to learn about Antigua's history, Nelson's Dockyard National Park, the Fig Tree Drive rainforest, and more.

Visit the allegedly haunted Rose Hall Great House after dark on this tour from Montego Bay. Your driver will pick you up at your hotel and take you to the historic house, where you'll learn about the legend of Annie Palmer, the former mistress of the house who was known for her unusual cruelty. Some say she haunts the house to this day.

When you book Nassau Historical Walking Tour you will discover the best walking tour in downtown Nassau—where history, culture, and local flavor come alive! Led by a passionate local guide, this immersive experience goes beyond the typical tourist trail. You'll explore hidden gems, hear unforgettable stories, and connect with the real spirit of the Bahamas. From vibrant street art to colonial landmarks, tasty local bites to insider secrets, every step is packed with authenticity and charm. Small group sizes mean a personalized touch, and cruise-friendly timing ensures an stress-free adventure. This isn’t just a tour—it’s the most engaging, memorable way to experience the heart of Nassau.

*NEW TOUR* *Entrance fee to Nelson's Dockyard National Park included* Enjoy an exciting Antiguan adventure in a vibrant open-air tuk tuk! Your friendly guide takes you from your hotel or cruise port to explore the island’s highlights. Visit the UNESCO-listed Nelson’s Dockyard in English Harbour, with a guided tour and free time to shop or admire the scenery. Marvel at panoramic views from Shirley’s Heights, then relax at Galleon Beach, where you can snorkel(snorkel gear for rent or bring your own), enjoy beach vibes, or visit the Loose Cannon bar & restaurant. Finish your day at Antigua’s 2 Six 8 Craft Beer Brewery, sampling local brews and picking up souvenirs before your fun tuk-tuk ride back.

Explore Trinidad’s capital city and the popular Maracas Bay beach on this guided excursion. After a convenient hotel pickup, learn about Port-of-Spain’s history and culture from a private guide and visit landmarks like Independence Square, the Red House—home to Trinidad’s parliament—and the largest open space in the city, Queen’s Savannah Park. Then head to beautiful Maracas Bay and enjoy a delicious “Bake and Shark” sandwich while admiring the scenery.

Combine a comprehensive tour of Port of Spain, Trinidad’s largest city, and a trip to Fort George, a lookout point at 236 feet (72 meters) above sea level with magnificent panoramic views of the city, the Gulf of Paria, and even as far as Valenzuela. The city tour starts at Independence Square before moving on to Queen’s Park Savannah and the nearby row of beautiful colonial buildings called “Magnificent Seven.” Additional stops include a museum and botanic gardens.

Get an overview of everything Bonaire has to offer in just a few hours on a private group tour for up to 10 participants. The open bus lets you take unobstructed photos as you pass pink salt flats, flamingos, and more. Enjoy included snorkel gear and mineral water, plus the chance to swim or snorkel at Sorobon Beach.

This is a sightseeing tour that takes your from your point of pickup to the Mountain Top shopping mall, the Francis Drake Seat, The Skyline lookout overlooking the cruise ships and the Pirates Castle - Bluebeard and Blackbeard Castles. You will be able to see the 99 steps in downtown Charlotte Amalie. We will pass by the Magens Bay beach, one of the top 10 beaches in the world. You will see different residential neighborhoods. We will show you the east end part of the island and then take you back to the pickup point.

Learn about the history of Bermuda, from the 1600s to the present day with a great mix of fun. We have departure locations central - west of the island, while on board your captain will cruise along the shoreline and nearby islands while sharing stories about the island’s rich history, flora and fauna. You’ll also have the opportunity to take a refreshing swim/snorkel in the pristine waters of paradise and stop off at some secluded islands, beaches and coves.

Finding the perfect souvenir can be a challenge if you're staying in Montego Bay and already trying to experience all the city has to offer. With this tour, visit souvenir shops, a shopping mall, the Hip Strip, and Margaritaville in just a few hours and get great deals on Jamaican coffee, rum, novelty items, and more. Take a drive throughout downtown Montego Bay to see how locals go about their daily lives. Your ticket includes round-trip private transportation from your hotel in an air-conditioned vehicle.

Combine three quintessential Bermuda stops—the Gibbs Hill Lighthouse, the city of Hamilton, and Warwick Long Bay—on this single tour. Traveling in a comfortable air-conditioned coach between all stops, you'll listen to guided commentary on Bermudian history and culture.

Discover Antigua's natural and historic highlights on this guided tour of the north coast. After meeting your local guide, you’ll head to Devil’s Bridge, a rugged natural bridge where the sea shoots up through blowholes in the rock. You’ll also visit Betty’s Hope Sugar Plantation & Museum and the 18th-century Nelson’s Dockyard, before ending your adventure with a trip to Shirley Heights, a historic fortification with epic views across the Caribbean.

Visit the actual set of the popular movie, “Pirates of the Caribbean,” on this half-day tour in Saint Vincent and the Grenadines. See an abundance of props and costumes that remain onsite. You can even dress up and look like a real pirate. The other tour stops include Fort Charlotte, Fishing Village of Layou, Barrouallie, Wallilabou Recreational Park, and Buccama Beach.