How to Plan a Sailing Itinerary in the British Virgin Islands

Plan a 7-10 day sailing loop starting from Tortola, hitting 4-6 islands with 15-25 nautical miles between stops. Book moorings in advance for popular anchorages like The Baths and Cane Garden Bay, and plan flexible sailing days around trade wind patterns of 15-20 knots from the east.

  1. Choose your base and boat. Charter from Road Town, Tortola (most options) or Nanny Cay. Book 6-8 months ahead for peak season (December-April). Expect $3,000-6,000 per week for a 40-45 foot catamaran sleeping 6-8 people.
  2. Plan your route clockwise. Start east to Virgin Gorda (The Baths), then work west through Jost Van Dyke, returning south. This works with prevailing easterly trades. Popular loop: Tortola → Virgin Gorda → Anegada → Jost Van Dyke → Norman Island → Tortola.
  3. Book moorings for must-see spots. Reserve moorings ($30-50/night) at The Baths (Virgin Gorda), White Bay (Jost Van Dyke), and Cane Garden Bay (Tortola). Book through charter company or call venues directly. Free anchoring available at most other spots.
  4. Plan daily distances. Keep sailing legs to 15-25 nautical miles maximum. Factor in 4-6 knot sailing speeds in light winds. Always have a backup anchorage if weather turns - BVI waters can get choppy quickly.
  5. Build in weather buffer days. Plan for 2 rest days in your week for weather, mechanical issues, or just wanting to stay put. Popular backup spots: Cooper Island, Gorda Sound, or extending time at Norman Island.
Do I need sailing experience to charter in the BVI?
Most companies require at least one person with coastal sailing certification (ASA 104 or equivalent) and bareboat charter experience. You can hire a captain for $200-250 per day if your group lacks experience.
What if weather prevents sailing?
BVI has consistent trade winds, but winter cold fronts can bring 25-30 knot winds and rough seas. Most charter companies allow itinerary changes for safety. Always have backup anchorages planned.
Should I book restaurants in advance?
Reserve dinner tables at popular spots like Cooper Island Beach Club, Bitter End, and Foxy's during peak season. Beach bars are generally first-come, first-served.
How far in advance should I book charter?
Book 6-12 months ahead for December through April. Summer and fall (May-November) have more availability but risk hurricane season weather.