Southern Caribbean Cruise From San Juan To San Juan

San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate. Ships will dock at this port.

Top Things to Do in San Juan:

• explore the El Yunque Rainforest
• visit the Bacardi Rum Distillery
• visit Fort Cristobal and the Old Town
• play a round of golf at the Palmes del Mar Golf Resort
• sail in San Juan Bay

The largest of the British Virgin Islands, Tortola is known for its shimmering beaches, oleander and hibiscus-covered mountainsides, and quaint towns tucked along coves. This early home to Blackbeard and Captain Kidd maintains its salty pirate legacy and rum-making traditions today. Ships will dock or anchor in Road Town Harbour.

Top Things to Do on Tortola:

• snorkel Anegada, the BVI’s only coral island
• hike Sage Mountain
• explore the Baths at Virgin Gorda
• take a catamaran to Jost Van Dyke Island

The port town for the island of St. Kitts, Basseterre has centuries of history to explore in impressive estates and photo-worthy monuments. With more than a quarter of the island set aside as a national park and a rainforest that is growing rather than shrinking, St. Kitts is a stunning tropical island escape. Ships will dock at this port.

Top Things to Do in Basseterre:

• hike the Mount Liamuiga trail
• circle St. Kitts in a restored vintage train
• zip line in the Valley of Giants
• visit the Brimstone Hill Fortress

Bridgetown, the captivating capital of Barbados, combines faded colonial history, captivating tradition, and vivid white beaches. Stately colonial buildings intermingle with colourful wooden homes, open-air markets and catch-of-the-day cafés. Ships will dock at this port.

Top Things to Do in Bridgetown:

• ride an electric tram into Harrison Cave
• look for green monkeys in the Barbados Wildlife Reserve
• relax at the Copacabana Beach Bar
• visit the George Washington House
• go underwater in the Atlantis Submarine

Antigua and Barbuda beckon with their pristine beaches and vibrant history. For beach enthusiasts, Antigua presents a different shore for each day of the year, like the tranquil Half Moon Bay. Adventure seekers can explore the mysterious caves at Two Foot Bay in Barbuda, offering a glimpse into the island’s natural wonders.

History buffs will find Nelson’s Dockyard, a UNESCO World Heritage site in Antigua, a compelling visit, showcasing the island's rich naval history. For a unique experience, take a boat tour to the Frigate Bird Sanctuary in Barbuda, one of the world’s largest, to observe these magnificent birds in their natural habitat. Culinary explorers can delight in the local cuisine, with seafood and Creole dishes highlighting the islands’ cultural melting pot.

St. John's, Antigua’s colorful capital, offers a compact slice of Caribbean charm. Wander the lively Public Market, then climb to Fort Barrington for views over Deep Bay. The Museum of Antigua and Barbuda, housed in a colonial courthouse, provides insight into the islands’ past. A short ride from port brings you to white-sand beaches like Dickenson Bay, or to Nelson’s Dockyard, a UNESCO-listed naval heritage site surrounded by scenic English Harbour.

Sint Martin, a gem in the Caribbean, is renowned for its dual French and Dutch heritage. This unique blend offers travelers a diverse cultural experience. In the French capital, Marigot, visit the bustling open-air markets and savor gourmet dining, while in Philipsburg on the Dutch side, indulge in duty-free shopping and lively beach bars. Maho Beach, famous for its low-flying planes, is a must-see spectacle.

For nature lovers, the island offers pristine beaches and crystal-clear waters perfect for snorkeling and diving. Loterie Farm provides an adventurous escape with zip-lining and hiking trails. Don't miss the opportunity to sample local delicacies like conch fritters and guavaberry liqueur, which reflect the island’s rich culinary traditions.

Philipsburg is the capital of Dutch Sint Maarten and it's port is conveniently located about 2 kilometers (1.2 miles) from downtown Philipsburg, taking roughly 5 minutes by car or a leisurely 20-minute walk. Visitors can explore the vibrant Front Street, known for its duty-free shopping, colorful boutiques, and lively cafes. Transportation options include taxis, rental cars, and water taxis. Don’t miss a visit to the Great Bay Beach, just steps from the main shopping area, or venture to Maho Beach to watch planes land dramatically close to the shore.

St. Thomas, part of the U.S. Virgin Islands, offers a blend of pristine beaches, vibrant culture, and rich history. Begin your day exploring Charlotte Amalie, the island's capital, where you can wander through the historic district filled with 17th-century Danish architecture. Don’t miss Blackbeard’s Castle, a watchtower that offers panoramic views of the harbor.

For a more relaxed experience, head to Magens Bay, renowned for its crystal-clear waters and soft white sand, perfect for swimming and sunbathing. Adventure seekers can snorkel at Coki Beach, known for its colorful marine life. St. Thomas also boasts a range of duty-free shopping options, with boutique stores offering everything from local crafts to luxury goods.

San Juan's picturesque cobblestone streets, plazas and chapels reflect its Spanish heritage. But the second oldest city in the Americas also boasts fine beaches, lush rainforests, verdant mountainsides, imposing forts and a lovely tropical climate. Ships will dock at this port.

Top Things to Do in San Juan:

• explore the El Yunque Rainforest
• visit the Bacardi Rum Distillery
• visit Fort Cristobal and the Old Town
• play a round of golf at the Palmes del Mar Golf Resort
• sail in San Juan Bay