USVI Island Paradise – 8 Days Sample Itinerary
Set Sail for Unforgettable Memories with Summerwind Sailing Adventures – Discover Your Perfect Itinerary!
This itinerary takes you on an unforgettable adventure through the stunning U.S. Virgin Islands. Get ready to discover hidden coves, pristine beaches, and vibrant island life!
Day 1:
- Morning: Depart from St. John’s after a leisurely breakfast on Summerwind or exploring the local markets (depending on arrival time). Consider alternative activities like kayaking in Maho Bay or visiting the Annaberg Plantation ruins.
- Afternoon: Arrive at Honeymoon Beach for some swimming, stand-up paddleboarding (SUP) rentals, and a relaxing beach lunch prepared by the yacht’s crew.
- Evening: Enjoy a welcome dinner on board the Summerwind, prepared by our onboard chefs.
Day 2:
- Morning: Hike Waterlemon Cay for panoramic views and explore the underwater world with a guided snorkeling tour on the vibrant Waterlemon Reef.
- Afternoon: Set sail for Great Harbor, Jost Van Dyke, soaking up the Caribbean sunshine on deck or trying your hand at light fishing.
- Evening: Anchor near Foxy’s Bar on Yost Van Dyke. Enjoy live music or stargazing from the deck while sipping on cocktails prepared by the crew.
Day 3:
- Morning: Relax and enjoy a leisurely brunch on board before anchoring near Foxy’s Bar on Yost Van Dyke.
- Afternoon: Join the lively atmosphere at Foxy’s for their famous “Painkiller” cocktails and delicious Caribbean fare.
- Evening: Enjoy a sunset cruise towards Norman Island, indulging in canapés and drinks prepared by the crew.
Day 4:
- Morning: Explore the fascinating underwater world of Norman Island’s Pirate Caves with a guided snorkeling tour.
- Afternoon: Savor a delicious lunch on board prepared by the chef, followed by some free time for swimming, sunbathing, or onboard activities like games or reading.
- Evening: Enjoy a relaxing dinner under the stars at Willie T’s restaurant on Norman Island.
Day 5:
- Morning: Sail to Cooper Island and spend a relaxing day at the beautiful Cooper Island Beach Resort. Enjoy water sports like kayaking or windsurfing (rentals available), or simply lounge on the beach with a refreshing beverage.
- Afternoon: Opt for a guided nature walk on Cooper Island to discover the island’s unique flora and fauna, or join a beach volleyball tournament organized by the resort.
- Evening: Enjoy a delicious barbecue dinner on deck prepared by the crew. Watch the sunset as you share stories and laughter with your fellow travelers.
Day 6:
- Morning:Cruise to Road Town, Tortola, for some shopping and exploring the island’s capital. Visit Pusser’s Marina for local crafts and souvenirs, or stroll through the historic Main Street.
- Afternoon:Unwind on a relaxing sail to Spanish Bay on Virgin Gorda.
Evening: Enjoy a gourmet dinner prepared by the chef at the renowned Cocoa Maya restaurant on Virgin Gorda.
Day 7:
- Morning: Explore the Baths National Park on Virgin Gorda. Hike through the granite boulders and explore the hidden pools, taking in the breathtaking scenery.
- Afternoon: Depending on the red flag warnings, consider a guided kayak tour through The Baths or a relaxing afternoon at Leverick Bay Resort. Enjoy water sports rentals, unwind by the pool, or grab a bite at one of the resort’s restaurants.
- Evening: Enjoy a farewell dinner on board the Summerwind, celebrating the memories made throughout the charter.
Day 8 (Optional):
- Morning: Choose your adventure! Explore Virgin Gorda further with a jeep tour, or visit Anegada for some world-class bonefishing. Alternatively, set sail for another Virgin Island, depending on your preferences and wind conditions.
Please note that these itineraries are suggestions, and the specific destinations and activities can be customized to your interests. Be sure to research each island to discover hidden gems and create your perfect Caribbean adventure!
Additional Considerations:
- This itinerary offers a mix of relaxation and exploration, with opportunities to customize based on your preferences.
- Discuss activity options and meal preferences with the yacht crew in advance to personalize your experience.
- Be sure to factor in potential weather changes and adjust the itinerary accordingly.
- Consider including some downtime on board to soak up the sun, read a book, or simply enjoy the serenity of being at sea.
