Find the Best Boat Charter and Itinerary for your Sailing Holidays.

Leave Road Town and sail down to The Bight at Norman Island. Snorkel around the Caves and the Indians. Eat at the well-known floating restaurant The William Thornton (locally known as the Willie T.), or at Billy Bones bar & restaurant on the beach.

On to Little Harbour at Jost Van Dyke, or Great Harbour – home of Foxy’s restaurant and bar. Stop on the way at Sandy Cay or Green Cay, each with beautiful sandy beaches.

It's an easy sail from Jost Van Dyke to Cane Garden Bay, with it’s long sandy beach, restaurants and water sports. Quitto, a well-known local singer, has a hotel and restaurant here. Callwood's Rum Distillery is also located at Cane Garden Bay.

Sail up the north side of Tortola to either Trellis Bay or Marina Cay, making a stop for snorkeling or lunch at Monkey Point. Both anchorages have plenty of mooring balls, excellent snorkeling and restaurants. Ice and water are available at Marina Cay.

Continue up to Virgin Gorda with a stop at the Baths at Spanish Town. Dinghy in and explore the rock formations. While there is no overnight anchorage at the Baths, you may choose to dock at Spanish Town or sail up to the North Sound, where there are plenty of overnight mooring balls at Leverick Bay, Bitter End, and Drakes Anchorage to name a few. Stock up with water and ice at The Moorings sub-base at the Bitter End.

Get to Cooper Island early enough to pick up an overnight mooring ball, as this anchorage does not offer good holding. Mannchoneel Bay is a very pretty anchorage with a sandy beach, trees, a good restaurant and beach bar

Take a short hop to Little Harbour at Peter Island, maybe stopping for a quick swim at Deadman’s Bay at the east end. Little Harbour is usually a very peaceful anchorage, and an ideal setting for your last night out. Final Morning: Return to Road Town - 4.8 nautical miles • Check-in with The Moorings before noon.