Just for fun I asked ChatGPT for a suggested itinerary. Seems like it is mostly good but with a few oddities (Norman then Peter?, Jost to Cooper?). I didn't "chat" with it to try and refine the results. I may give that a go (specify the number of days, tell it I don't want to do Norman and Peter on consecutive nights, etc.).

My Question: What is a good itinerary for a bareboat sail charter in the British Virgin Islands?

Answer:

A bareboat sail charter in the British Virgin Islands (BVI) offers a fantastic opportunity to explore beautiful islands, pristine beaches, and vibrant marine life. Here's a suggested itinerary for a week-long bareboat sail charter in the BVI:

Day 1: Tortola to Norman Island
Morning: Pick up your bareboat charter in Tortola and set sail to Norman Island.
Afternoon: Explore The Caves at Norman Island, a famous snorkeling spot.
Evening: Anchor in the Bight at Norman Island and enjoy dinner on board.

Day 2: Norman Island to Peter Island
Morning: Sail to Peter Island and explore the stunning Deadman's Bay.
Afternoon: Snorkel at the Caves at Little Harbor and enjoy water activities.
Evening: Anchor at Great Harbor, Peter Island, and have a peaceful evening on board.

Day 3: Peter Island to Virgin Gorda
Morning: Sail to Virgin Gorda and visit The Baths, a unique geological formation.
Afternoon: Explore Spanish Town and the shops at Virgin Gorda Yacht Harbor.
Evening: Anchor at Leverick Bay and dine at one of the waterfront restaurants.

Day 4: Virgin Gorda to Anegada
Morning: Sail to Anegada, the only coral island in the BVI.
Afternoon: Relax on the stunning beaches of Anegada, known for their pink flamingos.
Evening: Enjoy a seafood dinner at one of the beachside restaurants.

Day 5: Anegada to Jost Van Dyke
Morning: Sail to Jost Van Dyke and visit the iconic White Bay.
Afternoon: Relax on the beach, swim, and explore the beach bars.
Evening: Anchor in Great Harbour and experience the lively atmosphere at Foxy's or other local establishments.

Day 6: Jost Van Dyke to Cooper Island
Morning: Sail to Cooper Island and snorkel at Cistern Point or Manchioneel Bay.
Afternoon: Explore the island, visit the Cooper Island Beach Club, and relax.
Evening: Anchor in Manchioneel Bay and have dinner on board.

Day 7: Cooper Island to Tortola
Morning: Sail back to Tortola, stopping at Salt Island for a final snorkel at the wreck of the Rhone.
Afternoon: Return the bareboat charter and explore Road Town or relax on the beach.
Evening: Enjoy a farewell dinner at a local restaurant in Tortola.

This itinerary provides a mix of sailing, snorkeling, exploring on land, and enjoying the vibrant local culture. Keep in mind that weather conditions and personal preferences may influence your itinerary, so be flexible and make adjustments as needed. Ensure you have the necessary charts, navigational tools, and local knowledge for a safe and enjoyable sailing experience.