Windstar Cruise

14 days - Star Collector: Lovely Leewards [San Juan to San Juan]

14 days - Star Collector: Lovely Leewards [San Juan to San Juan]
Starting from $2,599*

San Juan to San Juan

Ship: Star Pride

Departure Date : Nov 13 2021 | Nov 20 2021 | Nov 27 2021 | Dec 04 2021 | Jan 08 2022 | Jan 15 2022 | Jan 22 2022 | Jan 29 2022 | Feb 05 2022 | Feb 12 2022 | Feb 19 2022 | Feb 26 2022 | Mar 05 2022

Optional tours are available from most ports for an additional charge.

Itinerary

Day San Juan, Puerto Rico
Depart 10:00 PM
"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
Day St. Thomas
Arrives 08:00 AM Departs 10:00 PM
St. Thomas has something for everyone who loves the outdoors. Magen’s Bay, the island’s most popular beach with its heart-shaped protected bay, the incomparable view of the Caribbean found climbing the famous 99 steps of Charlotte Amalie, world-famous Mahogany Run Golf Course, the Skyride that soars 700 feet above the city, and snorkeling and sailing, Sightsee the St. Thomas Synagogue, built in 1833, Fort Christian, built in 1680, Blackbeard’s Castle, a 1679 watchtower, and the childhood home of French Impressionist Camille Pissarro, now an art gallery.
St. Thomas
Day Gustavia, Saint Barthelemy
Arrives 09:00 AM Departs 10:00 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 Little Bay, Montserrat, BWI
Arrives 08:00 AM Departs 05:00 PM
Today we visit “Pompeii of the Caribbean”—an island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isn’t intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
Little Bay, Montserrat, BWI
Day Philipsburg, Sint Maarten
Arrives 07:00 AM Departs 10:00 PM
"This Leeward island has been famously bisected into French and Dutch territories since 1648, and is referred to both as Saint Martin and Sint Maarten. In their respective capitals—Marigot and Philipsburg—there are ancient stone forts and candy-colored buildings lining winding streets. The Dutch side has a slightly larger population but is a bit smaller, at 34 square kilometers (13 square miles), versus the 53-square-kilometer (20-square-mile) Saint Martin. Named for its founder John Philips, Philipsburg, the capital of the Dutch side, has some excellent international art galleries, thumping discos and popular casinos. Farther afield are beautiful beaches and a seemingly endless array of nature conservancies. With them come extensive opportunities for adventure—hiking, biking and zip lining—and amazing wildlife sightings in the sea, on land and in the sky."
Philipsburg, Sint Maarten
Day Jost Van Dyke, Great Harbour, B.V.I.
Arrive 08:00 AM Depart 11:59 PM
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
Jost Van Dyke, Great Harbour, B.V.I.
Day Virgin Gorda, Prickly Pear Beach, B.V.I
Arrives 08:00 AM Departs 05:00 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 07:00 AM Depart 11:59 PM
"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
Day At Sea

Day St. George's, Grenada
Arrive 09:00 AM Depart 10:00 PM
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 Bequia, St. Vincent & the Grenadines
Arrive 08:00 AM Depart 10:00 PM
The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia’s whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island’s famed model boat builders at work on their miniature masterpieces.
Bequia, St. Vincent & the Grenadines
Day Pigeon Island, St. Lucia
Arrive 08:00 AM Depart 05:00 PM
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
Pigeon Island, St. Lucia
Day Les Saintes, Guadeloupe
Arrive 08:00 AM Depart 05:00 PM
This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
Les Saintes, Guadeloupe
Day Philipsburg, Sint Maarten
Arrive 08:00 AM Depart 02:00 PM
"This Leeward island has been famously bisected into French and Dutch territories since 1648, and is referred to both as Saint Martin and Sint Maarten. In their respective capitals—Marigot and Philipsburg—there are ancient stone forts and candy-colored buildings lining winding streets. The Dutch side has a slightly larger population but is a bit smaller, at 34 square kilometers (13 square miles), versus the 53-square-kilometer (20-square-mile) Saint Martin. Named for its founder John Philips, Philipsburg, the capital of the Dutch side, has some excellent international art galleries, thumping discos and popular casinos. Farther afield are beautiful beaches and a seemingly endless array of nature conservancies. With them come extensive opportunities for adventure—hiking, biking and zip lining—and amazing wildlife sightings in the sea, on land and in the sky."
Philipsburg, Sint Maarten
Day San Juan, Puerto Rico
Arrive 07:00 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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