Windstar Cruises
BEACH FUN & SUN: A REMOTE CARIBBEAN GETAWAY
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke. Sink in solitude to the silent depths where an 1867 steamship rests, an iconic Tortola dive site that doubled as an underwater movie set. Embark from Windstar’s onboard Watersports Platform on your own self-directed snorkeling and kayaking adventures. Find the warm sunset twilight during an overnight port stay at Virgin Gorda. Windstar takes you to the secret beaches and invites you to join us for our private Signature Beach Party, a fun in the sun affair, full of the rhythm and joy of the Caribbean.
| Day 1 |
The capital of Saint Maarten, the Dutch side of this two nation island, Philipsburg is located on the isthmus between Groot Baai (Great Bay) and the Salt Pond. Founded in 1733 as a free port, the city is now the home to outstanding shopping, casinos, and a variety of hotels and resorts, including nearby Mullet Bay Resort and Golf Club. |
| Day 2 |
Saint John's, the vibrant capital of Antigua and Barbuda, is a captivating destination known for its colorful colonial architecture. The city offers visitors a charming mix of history, culture, and natural beauty. A must-see landmark is the stunning St. John's Cathedral, an iconic structure built in the 19th century, which offers visitors a glimpse into the island’s religious heritage. The city is also home to the bustling Heritage Quay, a popular shopping district where tourists can find everything from luxury items to local handicrafts. There visitors can bask in the lively atmosphere, peruse local markets offering fresh produce and seafood, and enjoy waterfront dining with views of the harbor. One of the most enticing aspects of Saint John is its proximity to some of the island’s most stunning beaches. With 365 beaches to choose from, there’s a perfect spot for every type of beachgoer. Dickenson Bay, known for its white sandy shores and crystal-clear waters, is a favorite among visitors. The city’s vibrant atmosphere, combined with its natural beauty and historical charm, makes it a must-visit destination in the Caribbean. Arrive Time: 8:00 AM – Depart Time: 6:00 PM
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| Day 3 |
Anguilla, a serene island in the eastern Caribbean, offers a slice of paradise with its pristine beaches and crystal-clear waters. Known for its luxurious resorts and laid-back atmosphere, Anguilla invites visitors to unwind on its 33 stunning beaches, such as Shoal Bay East and Rendezvous Bay, which are consistently ranked among the best in the world. Whether you're looking to lounge on soft white sands, snorkel in vibrant coral reefs, or simply enjoy a tranquil sunset, Anguilla delivers an idyllic escape from the everyday. The island's charm extends beyond its beaches. Anguilla boasts a rich cultural heritage, with influences from African, Caribbean, and European traditions. The island's culinary scene is a testament to this diverse background, featuring everything from gourmet dining at establishments to local eateries serving up fresh seafood and Caribbean specialties. Visitors can also explore Anguilla's history and culture at the Heritage Museum in The Valley, which provides insights into the island's past and its path to independence. For nature enthusiasts, Anguilla offers more than just beautiful beaches. The island's landscape includes mangrove swamps, salt ponds, and the unique Limestone Hill, which provides panoramic views of the surrounding waters. One of the island's most intriguing natural features is its network of underground caves, which can be explored with guided tours. A fun fact about Anguilla is that it is known for its impressive collection of over 100 traditional Caribbean rum shops, where visitors can experience local culture and taste homemade rums. This charming aspect of island life adds an authentic touch to any visit. For the best experience, plan your visit between December and April when the weather is pleasant and ideal for enjoying all that Anguilla has to offer. Arrive Time: 9:00 AM – Depart Time: 6:00 PM
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| Day 4 |
Tortola, the largest island in the British Virgin Islands, beckons travelers with its idyllic beaches and vibrant culture. Known for its stunning natural beauty, Tortola offers crystal-clear waters, lush landscapes, and a range of outdoor activities. Cane Garden Bay, one of the island’s most famous beaches, is renowned for its powdery white sand and turquoise waters. Whether you’re lounging under a palm tree or snorkeling among vibrant coral reefs, this beach provides a quintessential Caribbean experience. For more information on activities, visit the British Virgin Islands Tourism website. The island’s capital city, Road Town, is a lively hub of local culture and commerce. Here, visitors can explore the colorful markets and historical sites such as the Old Government House Museum. This museum offers insights into the island's colonial past and its transformation into a modern destination. The town also features charming shops and restaurants where you can savor local cuisine, including fresh seafood and Caribbean specialties. For nature enthusiasts, Tortola is a paradise. Hike the trails of Mount Sage National Park, the highest point on the island, to enjoy panoramic views of the surrounding archipelago. The park’s diverse flora and fauna make it a rewarding destination for eco-tourists. Additionally, Tortola is a gateway to the nearby Virgin Gorda and Anegada islands, each offering unique attractions such as the famous Baths on Virgin Gorda and the stunning coral reefs of Anegada. Fun Fact: Tortola is named after the Spanish word "tortola," which means "turtledove." The island’s lush environment and tranquil waters provide an ideal habitat for these birds, adding a touch of local charm to your visit. |
| Day 5 |
Part of the British Virgin Islands, Virgin Gorda is an island in the Caribbean famous for The Baths National Park, whose natural geologic granite formations dot the island's beaches and create stunning tidal pools and grottoes. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 6 |
Tortola, the largest island in the British Virgin Islands, beckons travelers with its idyllic beaches and vibrant culture. Known for its stunning natural beauty, Tortola offers crystal-clear waters, lush landscapes, and a range of outdoor activities. Cane Garden Bay, one of the island’s most famous beaches, is renowned for its powdery white sand and turquoise waters. Whether you’re lounging under a palm tree or snorkeling among vibrant coral reefs, this beach provides a quintessential Caribbean experience. For more information on activities, visit the British Virgin Islands Tourism website. The island’s capital city, Road Town, is a lively hub of local culture and commerce. Here, visitors can explore the colorful markets and historical sites such as the Old Government House Museum. This museum offers insights into the island's colonial past and its transformation into a modern destination. The town also features charming shops and restaurants where you can savor local cuisine, including fresh seafood and Caribbean specialties. For nature enthusiasts, Tortola is a paradise. Hike the trails of Mount Sage National Park, the highest point on the island, to enjoy panoramic views of the surrounding archipelago. The park’s diverse flora and fauna make it a rewarding destination for eco-tourists. Additionally, Tortola is a gateway to the nearby Virgin Gorda and Anegada islands, each offering unique attractions such as the famous Baths on Virgin Gorda and the stunning coral reefs of Anegada. Fun Fact: Tortola is named after the Spanish word "tortola," which means "turtledove." The island’s lush environment and tranquil waters provide an ideal habitat for these birds, adding a touch of local charm to your visit. |
| Day 7 |
One of the four islands that make up the British Virgin Islands, Jost van Dyke is a Caribbean paradise known for its white sand beaches, turquoise sea pools, and marinas filled with yachts. Arrive Time: 8:00 AM – Depart Time: 5:00 PM
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| Day 8 |
The capital of picturesque St. Barthélemy, Gustavia is a veritable island paradise in the Caribbean. A former French colony, this small city on St. Barths’s west coast offers a variety of fine dining, designer shopping, and spectacular beachside activities to ensure a relaxing tropical getaway. Be sure to visit the historic site of Fort Karl for a panoramic view of Gustavia’s glittering harbor, then walk to Shell Beach to take a dip in warm, turquoise waters. Arrive Time: 8:00 AM – Depart Time: 10:00 PM
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| Day 9 |
The capital of Saint Maarten, the Dutch side of this two nation island, Philipsburg is located on the isthmus between Groot Baai (Great Bay) and the Salt Pond. Founded in 1733 as a free port, the city is now the home to outstanding shopping, casinos, and a variety of hotels and resorts, including nearby Mullet Bay Resort and Golf Club. |
Anguilla
Anguilla is a level coral atoll with abundant breath-taking beaches. The name comes from the Spanish word for eel, named apparently because of the island’s long, narrow profile. The most northerly of the Leeward Islands in the eastern Caribbean, Anguilla is 16 miles (25km) long and three miles (5km) wide. The highest point on the island is only 213 feet (65m) above sea level. The main town, The Valley, is found almost in the middle of the island. Most hotels and restaurants
are found on the western point of the island.
| Travel Dates | Price | ||
|---|---|---|---|
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02/21/26 - 02/27/26 |
Starting At $2,599 |
Get A Quote |
