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Charter Guide · First-Timers

Your First Catamaran Charter: A Checklist

Everything to sort before you step aboard — so your first charter is all fun, no stress.

1. Pick the right destination

  • British Virgin Islands — the classic first charter: easy line-of-sight navigation, calm anchorages, 60+ islands within 30 nm.
  • Greek Ionian — gentle winds, green scenery, easy day hops.
  • Bahamas (Exumas) — stunning water, more open water passages — better for week two of experience.
  • Avoid for a first charter: open-ocean routes, strong-wind areas in peak season (e.g. central Cyclades in August).

2. Sort the paperwork early

  • Passport valid 6+ months — check visa rules per country.
  • ICC or equivalent if chartering in the Mediterranean.
  • Sailing résumé / logbook if asked by the operator.
  • Travel insurance covering sailing and hurricane-season weather events.
  • Drone permit if you plan to fly one (many countries require one).

3. Choose bareboat or crewed

First time on a catamaran? A skippered or crewed charter is the most relaxing intro — the captain handles navigation while you learn the ropes. If you're experienced sailors doing bareboat, expect a 2–3 hour checkout sail before you leave the dock.

Read our bareboat vs crewed guide →

4. Pack smart

Bring
  • ✓ Soft bags only
  • ✓ Reef-safe sunscreen
  • ✓ Light fleece / windbreaker
  • ✓ Non-marking deck shoes
  • ✓ Rash guard & snorkel gear (optional)
Leave at home
  • ✗ Hard suitcases
  • ✗ Heels / formal wear
  • ✗ Irons, large appliances
  • ✗ Scented sunscreens (reef damage)

5. Expect the first day to be slow

Day one is always the slowest: briefing, provisioning check, checkout sail, learning the boat. Plan a short afternoon hop and a relaxed first dinner on board or at a nearby dock. The magic really starts day two.

Frequently Asked Questions

What experience do I need for my first catamaran charter?
For a first bareboat charter, most operators in the BVI, USVI and Bahamas accept documented sailing experience plus a 2–3 hour checkout sail at the base. In the Mediterranean you usually need an ICC or equivalent. If you have little experience, book a crewed or skippered charter for your first trip.
Which destination is best for a first catamaran charter?
The British Virgin Islands is the classic first-timer destination: line-of-sight navigation, well-protected anchorages, reliable trade winds and short passages. The Greek Ionian and the Bahamas are also excellent beginner-friendly options.
What should I pack for a catamaran charter?
Pack soft bags (no hard suitcases — storage is tight), reef-safe sunscreen, a light fleece for evenings, non-marking deck shoes, and your passport/drone permits. Leave formal wear at home.
How much cash / provisioning should I plan?
Plan roughly $50–80/person/day for food and drink, plus a provisioning order with the base if you want it done for you. Most bases can pre-stock the boat before you arrive.

Sources & Acknowledgements

This page was compiled and fact-checked by the 2Hulls editorial team from published industry sources and first-hand fleet experience. We thank the following publicly listed professionals and organisations whose materials informed our verification — source acknowledgement only, not an endorsement.

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