9-Day Virgin Islands Yacht Charter Itinerary: Secluded Coves & Culinary Delights
9 planned days, starting at Red Hook, St. Thomas, USVI and finishing at St. Thomas, USVI (Frenchtown). Stops include Red Hook, St. Thomas, USVI, Christmas Cove, Great St. James, USVI, Salt Pond Bay, St. John, USVI, Little Harbour, Jost Van Dyke, BVI, Monkey Point, Guana Island, BVI and further stops detailed below. Confirm the daily passages and shore plans with your captain before booking.
Cruising region: Caribbean Yacht Charter
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Plan this charter
- First planned stop
- Red Hook, St. Thomas, USVI
- Final planned stop
- St. Thomas, USVI (Frenchtown)
Shore plans to discuss with your crew
- Day 1Dining at waterfront restaurants
- Day 1Provisioning for the cruise
- Day 1Sunset views over Pillsbury Sound
- Day 1Exploring local shops
- Day 2Snorkeling around the cays
- Day 2Lunch from Pizza Pi boat
Confirm joining and departure ports, yacht availability and the daily passage plan before paying a deposit. The captain decides anchorages and any route changes for weather, sea conditions and local restrictions. Shore venues, marine-park permissions and activity bookings require separate confirmation.
Map connections are schematic, not a navigable passage plan. Distances, safe approaches and passage times must be checked by the captain.
Ask for an itemised quotation covering the charter fee, taxes, APA or package expenses, berth charges and any delivery or redelivery costs.
- DAY 01
Red Hook, St. Thomas, USVI
Begin your journey from the lively Red Hook on St. Thomas, a convenient hub with excellent provisions and waterside dining options. Settle into your yacht and enjoy the evening ambiance.
- Dining at waterfront restaurants
- Provisioning for the cruise
- Sunset views over Pillsbury Sound
- Exploring local shops
- Anchorage
- American Yacht Harbor Marina
- Dining
- Pesce Italian
- DAY 02
Christmas Cove, Great St. James, USVI
A short sail brings you to the protected waters of Christmas Cove, a tranquil anchorage perfect for snorkeling and enjoying the famous Pizza Pi boat for lunch.
- Snorkeling around the cays
- Lunch from Pizza Pi boat
- Paddleboarding in calm waters
- Observing marine life
- Anchorage
- Christmas Cove
- Dining
- Pizza Pi (floating pizzeria)
- DAY 03
Salt Pond Bay, St. John, USVI
Head to the less-frequented Salt Pond Bay on St. John, offering excellent hiking opportunities to Ram Head Point and serene swimming in clear waters.
- Hiking to Ram Head Point
- Snorkeling in the bay
- Exploring the salt pond
- Quiet beach relaxation
- Anchorage
- Salt Pond Bay
- Dining
- Onboard chef's creation
- DAY 04
Little Harbour, Jost Van Dyke, BVI
Cross into the BVI and anchor in the peaceful Little Harbour on Jost Van Dyke. Enjoy fresh lobster and the authentic charm of local beachside establishments.
- Fresh lobster dinner
- Snorkeling near the reefs
- Meeting local characters
- Relaxing at a quiet beach bar
- Anchorage
- Little Harbour
- Dining
- Sidney's Peace and Love
- DAY 05
Monkey Point, Guana Island, BVI
Sail to the protected waters off Monkey Point on Guana Island, a renowned spot for vibrant snorkeling and diving amongst schools of fish and healthy coral.
- Exceptional snorkeling at Monkey Point
- Spotting local wildlife (birds)
- Kayaking around the island's perimeter
- Quiet evening under the stars
- Anchorage
- Monkey Point
- Dining
- Onboard chef's creation
- DAY 06
Anegada, BVI (Cow Wreck Beach)
Venture further north to the flat, coral island of Anegada, famous for its extensive reefs, flamingos, and exquisite grilled lobster served on its pristine beaches.
- Anegada lobster dinner
- Exploring Cow Wreck Beach
- Birdwatching (flamingos)
- Snorkeling the Horseshoe Reef
- Anchorage
- Setting Point
- Dining
- Cow Wreck Beach Bar & Grill
- DAY 07
Leverick Bay, Virgin Gorda, BVI
Return to Virgin Gorda's North Sound and anchor in Leverick Bay. Enjoy the marina amenities, watersports, and the lively atmosphere of the local resort.
- Watersports activities
- Exploring Leverick Bay Marina
- Live music and entertainment
- Shopping for local crafts
- Anchorage
- Leverick Bay Marina
- Dining
- The Restaurant at Leverick Bay
- DAY 08
Caneel Bay, St. John, USVI
Sail back towards the USVI to the iconic Caneel Bay on St. John. This stunning bay offers multiple beaches and excellent snorkeling opportunities within a protected setting.
- Swimming at Caneel Bay beaches
- Snorkeling around the point
- Kayaking in the calm waters
- Enjoying the natural surroundings
- Anchorage
- Caneel Bay
- Dining
- Onboard chef's creation
- DAY 09
St. Thomas, USVI (Frenchtown)
Conclude your journey in the charming Frenchtown area of St. Thomas, known for its historic fishing village feel and excellent seafood restaurants, a perfect end to your culinary exploration.
- Exploring Frenchtown's unique shops
- Enjoying fresh seafood
- Walking the historic streets
- Final sunset over the harbour
- Anchorage
- Crown Bay Marina
- Dining
- Hook, Line & Sinker
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