Windstar Cruise

11-Day Boston Sights, Warm Caribbean Nights

11-Day Boston Sights, Warm Caribbean Nights
Starting from $4,699*

Boston to San Juan

Ship: Star Pride

Departure Date : Oct 23 2024

Itinerary

Day Boston, Massachusetts, US
depart 5:00 PM
The ports of New England and eastern Canada bear witness to fascinating histories and vibrant cultures that continue to thrive to this day. Approaching these cities from the sea offers a memorable perspective: For many immigrants to North America, their first glimpse of their new lives would be from the decks of ships sailing into these harbors. While the fishing villages of New England and Canada's Atlantic Provinces embody a long seafaring tradition, neither region is frozen in time. World-class museums and celebrated restaurants sit side by side with historic sites. Whether you want to explore the early days of Canada and the United States or see what the future holds for their metropolises, a journey along North America’s Atlantic coast promises to be unforgettable.
Boston, Massachusetts, US
Day At Sea

Day At Sea

Day Hamilton, Bermuda
Arrive 8:45 AM
Located in the middle of the Atlantic, Bermuda offers a unique mix of Caribbean and British cultures. The island’s British roots date from 1609, when a ship captained by Sir George Somers wrecked on its shores (the inspiration, in part, for Shakespeare’s The Tempest). That legacy can also be seen in Gothic and Georgian buildings, along with the fact that, to this day, Bermuda is a British Overseas Territory. There is also a decidedly Caribbean feel, though, thanks to the famous pink-sand beaches, steel-drum music, rum cocktails and tropical flowers blooming under dazzling blue skies. Whether you come to Bermuda to tee off on its many golf courses, explore its historic towns or relax by the sea, you’ll receive a warm, sophisticated welcome, reflecting the best of the island’s two sides.
Hamilton, Bermuda
Day Hamilton, Bermuda
Depart 7:00 PM
Located in the middle of the Atlantic, Bermuda offers a unique mix of Caribbean and British cultures. The island’s British roots date from 1609, when a ship captained by Sir George Somers wrecked on its shores (the inspiration, in part, for Shakespeare’s The Tempest). That legacy can also be seen in Gothic and Georgian buildings, along with the fact that, to this day, Bermuda is a British Overseas Territory. There is also a decidedly Caribbean feel, though, thanks to the famous pink-sand beaches, steel-drum music, rum cocktails and tropical flowers blooming under dazzling blue skies. Whether you come to Bermuda to tee off on its many golf courses, explore its historic towns or relax by the sea, you’ll receive a warm, sophisticated welcome, reflecting the best of the island’s two sides.
Hamilton, Bermuda
Day St. George's, Grenada
Arrive 10:00 AM
Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.
St. George's, Grenada
Day St. George's, Grenada
Depart 7:00 AM
Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.
St. George's, Grenada
Day At Sea

Day At Sea

Day Gustavia, Saint Barthelemy
Arrive 8:00 AM Depart 11:00 PM
"St. Barts, a French territory in the Caribbean's Leeward Islands, is the ultimate jet-set beach destination. Its 14 pristine beaches are jewels set in sparkling waters, the cuisine is infused with a French flair and the scene is cosmopolitan chic. Other islands in the region might be casual and laid-back, but here the dress code is stylish caftans, oversize sunglasses and sky-high heels. And the preferred mode of transportation is the yacht. Gustavia, the capital and main port of St. Barts (also spelled St. Barths), embodies the island's international appeal. A former fishing village, it was named for King Gustav III of Sweden—the Swedes occupied the island in the early 19th century, leaving a legacy of names and sites. The town's winding streets are lined with high-end boutiques, excellent restaurants and plenty of bars where you can toast your visit with a glass of refreshing rosé. A handful of historic sites, including forts and a lighthouse, add to the attractions. "
Gustavia, Saint Barthelemy
Day Basse-Terre, Guadaloupe
Arrive 8:00 AM Depart 6:00 PM
Located on the smaller of Guadeloupe’s two “butterfly wing” lobes, Basse-Terre is the capital of the French overseas department, although smaller than Point-a-Pitre on Grand Terre. It was the island’s first town, founded in 1643, and Fort Saint Charles, now called Fort Delgres, was built in 1650 to protect against English attacks. Visit the Cathedral of Our Lady of Guadeloupe, with its separate Bell Tower, and the Town Hall dating from 1889, which holds seven paintings added in the 1930s and now all registered historical landmarks. The island offers many picturesque fishing villages now welcoming tourists, including Deshaise near Grand Anse beach and Saint Claude in the forested hills. The towering volcano of La Soufriere is part of the National Park, as is the Reserve Cousteau at Pigeon Island, where divers and snorkelers flock to reefs that enchanted the late undersea explorer. The towering Chutes de Carbet waterfalls are another popular natural attraction.
Basse-Terre, Guadaloupe
Day Virgin Gorda, Prickly Pear Beach, B.V.I
Arrive 8:00 AM Depart 6:00 PM
A beautiful coral reef wavers just beneath you as your ship makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
Virgin Gorda, Prickly Pear Beach, B.V.I
Day San Juan, Puerto Rico
Arrive 7:00 AM
"Back in the 1500s, Puerto Rico was one of the first Caribbean islands to be settled, and its capital, today's San Juan, became a vital hub of Spain’s New World colonies. The historic part of the city, known as Old San Juan, is now a UNESCO World Heritage Site; it's also a National Historic Site within the U.S. National Park Service. Strolling the narrow cobblestoned streets of Old San Juan, you'll discover a historic treasure surrounded by massive city walls. You can climb the ramparts of imposing fortresses like El Morro, at the entrance to the bay, and visit the Cathedral of San Juan Bautista, one of the oldest churches in the Americas and the final resting place of the city’s founder, Ponce de León. Modern San Juan extends well beyond the historic district and offers diversions of its own. Condado, a lively beachfront neighborhood, has high-rise resorts and trendy waterfront bars. Visitors may sample one of Puerto Rico’s best-known products at Casa Bacardí, the rum distillery across the bay. And stunning natural wonders await just outside the city, including the rain forest and waterfalls of El Yunque National Forest and the otherworldly lights of Fajardo’s bioluminescent bay. "
San Juan, Puerto Rico
 
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