The 75,000 euro per week level in the Leeward Islands opens a solid group of crewed motor yachts in the 35 to 42 metre range that makes private island-hopping across the full chain achievable for parties of eight to twelve guests. These are capable, well-maintained vessels with professional captains who know the inter-island passages and the best anchorages in the chain from Anguilla to Guadeloupe.
At this price, the itinerary can be genuinely ambitious for the charter period. A 40 metre yacht at twelve knots covers the 50 nautical miles between St Barts and Nevis in an easy four-hour morning run, arriving in time for lunch at Pinney Beach and a sunset swim before anchoring for the night. The passage south to Antigua from Nevis takes a similar time and gives access to one of the most historic and beautiful sailing anchorages in the Caribbean at English Harbour.
The advance provisioning allowance adds approximately 22,000 euros at this price, covering fuel for inter-island runs, provisioning at the main marinas in Gustavia and Falmouth Harbour, marina fees and onboard drinks. The crew of three or four handles all logistics, allowing the guests to concentrate entirely on the islands and the water.
Booking three to six months ahead covers the peak January to March window comfortably at this level. Christmas and New Year weeks fill earlier and attract a modest premium.