The Caribbean

Senior Tours in the Caribbean

Embark on a unique blend of relaxation and adventure with Road Scholar’s senior tours in the Caribbean. From the untouched beauty of Exuma Cays in the Bahamas to the pristine white sand beaches of Montego Bay in Jamaica and the rich history of Old Town in San Juan, Puerto Rico, the Caribbean offers a myriad of experiences. Discover our exclusive Caribbean tour packages, each designed to provide a unique learning experience. Immerse yourself in the vibrant streets of Havana or snorkeling off the coast of Puerto Rico with your grandchildren.

Featured Caribbean Tour Destinations and Highlights

At Road Scholar, you’ll find one-of-a-kind Caribbean tours that bring you everywhere, from the historic forts in Bermuda to the crystal blue waters of Puerto Rico. Find a Caribbean tour package that piques your interest below:

• Havana, Cuba: The capital city of Cuba is rich in history, culture, and charm. On a Caribbean tour to Havana, you can walk the streets of Old Havana, stopping in Plaza Vieja, a historic square with colonial-era buildings, cafes, and art galleries, before taking a tour of the stunning Havana Cathedral in Plaza de la Catedral. A tour of Havana isn’t complete without stopping at Malecón, a famous 8-kilometer seawall along the coast, or a visit to Museo Nacional de Bellas Artes to view the vast collection of Cuban art.
• Puerto Rico: One of the top senior tours in the Caribbean is to the island of Puerto Rico. Here, go snorkeling and kayaking in the turquoise blue waters to spot unique marine life and vibrant coral reefs in Caracoles Key. After a day of water activities, explore the streets of San Juan and indulge in local cuisine like mofongo or arroz con gandules.
• Bermuda: Another exciting Caribbean tour brings you to Bermuda, where you can discover UNESCO World Heritage Sites like St. George’s, one of the oldest English settlements in the New World. Hamilton, the capital city, offers a blend of historic charm and modern amenities. At the same time, various areas of the island are ripe with adventure, such as the Bermuda Railway Trail, perfect for hiking, and Tobacco Bay, an excellent snorkeling spot.

Types of Adventure Tours

Choose from a variety of Latin American adventures when exploring the Caribbean. Join knowledgeable local guides on walking tours through popular Caribbean cities like Havana, San Juan, Hamilton, and Guanica, and gain insights about architecture, culture, and cuisine. Or, venture into the ocean on guided adventures off the coast of your chosen Caribbean island, where you can go whale watching or snorkeling through coral reefs while spotting wildlife. Rest assured, expert guides are always ready to answer any question and provide rich detail on the geography, people, and attractions of the area, ensuring a truly enriching experience.

Why Choose Road Scholar for Adventure Tours in the Caribbean for Seniors

At Road Scholar, finding an adventure you’ll never forget is easy. Whether you’re looking for Costa Rica tours or Caribbean tours for seniors, we have an endless library of experiential learning programs to choose from, where you’ll learn from an expert guide and converse with travelers in your diverse cohort. Browse our collection of programs today to find where you’ll find yourself next in the world.