Sailing blog
Guides, prices and routes for your sailing vacation.
Price guideHow Much Does a Caribbean Yacht Charter Cost? The 2027 Price Guide (BVI, Grenadines, Bahamas)
Bareboat, skippered or crewed? What a BVI or Caribbean yacht charter really costs in 2027, with per-person budgets, hidden fees and ways to save.
Charter basicsCrewed vs Bareboat Charter: Which Sailing Vacation Is Right for You?
Bareboat, skippered or fully crewed? Compare costs, license rules and workload, and pick the right sailing vacation for your group in five minutes.
Seasons guideWhere to Sail by Month: Your 2027 Sailing Vacation Calendar
From BVI winters to Croatian summers, whale sharks in the Sea of Cortez and lobster in Maine: where to take a sailing vacation every month of 2027.
Group tripsBachelorette and Bachelor Party Boat Trips: How to Plan a Sailing Week Your Crew Will Never Forget
Plan a bachelor or bachelorette boat trip in Ibiza, Croatia or the BVI: costs per person, a day-by-day itinerary, cabins, kitty and packing tips.
Destination guideMediterranean Sailing Trip: Croatia vs Greece vs Italy vs Spain (2027 Guide for Americans)
Plan a Mediterranean sailing trip from the US: compare Croatia, Greece, Italy and Spain by vibe, season, flights, routes and skippered-week prices.