Frequently Asked Questions

For bareboat charter, most operators require documented sailing experience plus an ICC (International Certificate of Competence) in the Mediterranean; the BVI/USVI/Bahamas are more relaxed. If you have little or no experience, a crewed charter (captain + hostess) requires no licence at all — and is often the most relaxing option.

A 7-day charter typically runs from about $8,000 (low season, smaller bareboat) to $50,000+ (high season, luxury crewed). A mid-range 45–50 ft boat in shoulder season averages $15,000–25,000/week. See our full cost guide for details.

Yes. Catamarans are stable, spacious and shallow-draft — ideal for families. Most operators provide child life jackets, and protected destinations like the BVI offer calm anchorages and easy swimming. Plan shorter 2–4 hour passages with young children.

Some operators and destinations allow pets, but many don't — and international pet travel rules (vaccinations, health certificates, quarantine) vary. Always confirm with the charter operator and check destination pet import rules before booking.

Yes — strongly recommended. Look for sailing-specific or "cancel for any reason" coverage, and confirm your policy covers named storms and any watersports you plan. It protects your deposit and your trip.

Request a quote with your dates, group size and destination. We'll come back with 2–3 matched options (or a custom recommendation) within 24 hours. There's no charge and no obligation for the advice.

Caribbean: December–April (peak, best weather); May and November are great shoulder months. Mediterranean: May–June and September are ideal; July–August is peak with stronger winds. Most Mediterranean bases close November–March.

Bareboat: you sail the boat yourself (needs experience). Crewed: a professional captain and usually a hostess handle everything — more relaxing but costs roughly $1,200–1,500/day extra. Read our full guide for which fits you.

No — provisioning (food and drinks) is extra. Most bases offer a pre-order provisioning service so your boat is stocked before you arrive. Some crewed charters include meals prepared by the hostess; confirm what's covered in your quote.

The British Virgin Islands is the classic first-timer choice: line-of-sight navigation, calm anchorages and reliable trade winds. The Greek Ionian and the Bahamas are also beginner-friendly. We're happy to match a destination to your experience level.