Mid-March to early April is the BVI's busiest window. To enjoy great weather without peak-season crowds, try late November or late April. Norman Island's The Caves are nearly empty after 4 PM — the afternoon light through the cave openings is the best for snorkeling. Cooper Island Beach Club's full rum bar (260+ labels) is a slow weekday afternoon treat; weekends can have 50+ boats anchored. If you want a private beach day, Great Tobago or Sandy Spit are your best bets and only accessible by boat.
Field Knowledge
Captain's Notes — Straight From the Helm
27 first-hand tips compiled by the 2Hulls editorial team from working charter captains and fleet operators — the kind of local knowledge you won't find in a guidebook.
British Virgin Islands
Explore British Virgin Islands →In peak season, popular BVI bays (The Baths, Norman Island, Jost Van Dyke) get full moorings by 2 PM. Plan to arrive before 11 AM or after 4 PM. Most National Parks Trust moorings are $25-30/night — the dinghy dock at the closest bar is the true secret. Beware that most BVI bays have no shore access at night — drop anchor in 30+ feet of water with sand (not coral) bottom. The Bight at Norman Island can be rolly; opt for the eastern side or Benures Bay for quieter nights.
US Virgin Islands
Explore US Virgin Islands →If you only have 7 days and want both sides, base yourself in St Thomas (USVI) and day-sail to BVI. The USVI has easier entry (US citizens no passport needed) and reliable provisioning in Red Hook or Yacht Haven. The BVI has better-protected anchorages, smaller distances between islands, and the iconic spots (Baths, Norman Island). Most of our guests do 3-4 days USVI + 3-4 days BVI; this works well from Christmas to April when seas are calm.
Greece
Explore Greece →The Meltemi wind peaks in July-August with gusts of 30-40 knots, mostly in the central Cyclades (Mykonos-Paros-Naxos corridor). If you're a less experienced crew, base yourself in the Saronic Gulf (Aegina, Hydra, Spetses) or the Ionian (Corfu, Lefkada) — far calmer. For adventurous crews, the Meltemi gives excellent downwind runs from Mykonos to Santorini in just one day. Always have a Plan B harbor within 10nm — Koufonisia and Donoussa are great Meltemi shelters.
For first-time Mediterranean charters, the Ionian Islands (Lefkada, Kefalonia, Ithaca, Zakynthos, Corfu) are the gentlest waters in Europe — flat, protected, line-of-sight navigation. May and September are magical; summer is reliably calm. Meganisi's Atherinos Bay is a stunning protected cove for first night out. Provision in Lefkada town or Fiskardo on Kefalonia — both have excellent tavernas and well-stocked supermarkets. The Ionian is the best place for children first-time sailing.
Croatia
Explore Croatia →Hvar town in July-August is wall-to-wall superyachts — beautiful to look at, hard to find a mooring. Avoid the ACI marina on Saturday nights (changeover day). For quieter evenings, sail east to the Pakleni Islands (Laze Palmižana, Borče) or south to Vis (Stiniva, Komiža). The Kornati Islands north of Šibenik are far less crowded — a true wild Dalmatia experience. Try one-way Split-Dubrovnik; sail south for 7 days with prevailing NW winds at your stern.
Italy
Explore Italy →Amalfi Coast in summer is stunning but challenging. Berthing fees run €150-300/night even for 50ft catamarans. The recommended strategy: anchor out in quiet bays (Cala di Ieranto, Marina del Cantone) and dinghy in. Capri's Marina Grande charges premium prices; the alternative is anchoring at Cala del Rio on the south side of the island — beautiful and free. Beware the strong Mistral-like NW Libeccio that can pipe up suddenly in late afternoon. Aeolian Islands (Stromboli) are far less crowded and a stunning sail south.
Bahamas
Explore Bahamas →The pigs of Big Major Cay have become a global phenomenon — and crowds have grown accordingly. Arrive before 10 AM or after 2 PM for a more intimate visit. The pigs are real, but they're fed by guides and boats — please don't feed them human food (alcohol, in particular, has reportedly made some ill). For ethical wildlife encounters, look at Andros (blue holes, native parrots) or Inagua (40,000+ flamingos at Union Creek Reserve). These islands also need visitors more than Pig Beach does.
Hurricane Dorian (2019) devastated the Abacos. As of 2026 most marinas are back, Marsh Harbour has reopened with full provisioning, and Elbow Cay's Hope Town is the same candy-striped lighthouse village it's always been. Chartering here directly supports local recovery — and you'll find fewer crowds than the Exumas. The Baths of Eleuthera are now a popular day-sail from Abaco with the new marinas. Book through local operators, not just platforms; it's better economics for the islands.
France
Explore France →The Mistral is no joke — gusts of 40-50 knots that can last 2-5 days. Check the forecast before heading west of Cap d'Antibes. If a Mistral is coming, plan a sheltered plan: Port-Cros (Hyères Islands), the Bay of La Ciotat, or even Monaco (well protected). On Mistral days, the coast can be unberthable but the islands are calm. For new crews, the Iles de Lérins just off Cannes are an excellent training ground with all the services you need. Berths on the Riviera are expensive — budget €100-300/night depending on boat size.
Turkey
Explore Turkey →Gocek is the Turkish sailing capital most non-Turkish sailors have never heard of. Twelve islands in the bay, most with quiet bays and protected anchorages. Bedri Rahmi Bay (named after the Turkish artist who painted a rock here in 1974) is iconic. Gocek town has multiple well-stocked supermarkets (Migros, BIM) and excellent restaurants (Kebabçi Halil, Bager). The Turquoise Coast from Gocek to Kekova is the most protected sailing waters in the Mediterranean — sheltered from Meltemi by the Taurus mountains. Provisioning is cheaper than Croatia, and the experience is more authentic.
Whitsundays (Australia)
Explore Whitsundays (Australia) →Australian winter (June-August) is peak Whitsunday season. Temperatures are 22-25°C, trade winds 10-15 knots, and the reef is alive. Avoid Australian school holidays (mid-September, late June) for fewer crowds. October-November and April-May are beautiful shoulder months but can be humid. Whitehaven Beach on Hill Inlet is best at low tide — the swirling sand pattern only shows when the tide ebbs. The snorkel at Manta Ray Bay (Hook Island) is best after south-easterly winds have cleaned the water. Stinger season (Nov-May) requires lycra suits for swimming — most operators provide.
Maldives
Explore Maldives →The Maldives is a crewed-charter lagoon world - there is barely any bareboat and almost no wind, which surprises sailors. You motor between sandbanks and reef shelves, and that is exactly why it works for non-sailors in the group. The atoll passes are the only real navigation, and your captain handles those. Pick a 4-5 cabin cat with good flybridge shade; the sun is relentless.
Indonesia
Explore Indonesia →Raja Ampat is worth every mile of repositioning, but do not make it your whole trip. The classic Komodo route out of Labuan Bajo - Pink Beach, Padar, the dragons - is the more achievable week for most groups, and the sailing between islands is superb in the June-September SE trades. If you have 10+ days, add a Flores volcano day. Indonesia rewards slow: the anchorages are the destination.
Malaysia
Explore Malaysia →Langkawi and the Andaman islands of Malaysia are the value sweet spot of SE Asia - protected, cheap, and with the same water as Thailand's Phuket across the border. November-April is the season; the rest of the year the monsoon makes the Andaman side sloppy. Bareboat is more available here than in Indonesia, which makes Langkawi a smart first SE Asia charter.
Vietnam
Explore Vietnam →Vietnam's charter sailing is Halong Bay and Lan Ha Bay - limestone karsts that look like a Chinese painting and anchorages that feel prehistoric. It is mostly crewed or cabin charter because the bays are tight and the charts still have gaps. The magic window is October-April; summer is hot and typhoon season brushes the north coast. Combine with a Ha Long junk day - different pace, same water.
Mexico
Explore Mexico →Mexico gives you two completely different charters: the Sea of Cortez and the Riviera Maya. The Sea of Cortez (La Paz) is the sailor's one - whales, sea lions and empty anchorages from November to April. The Riviera Maya (Cancún-Cozumel) is the easy week: clear water, marinas every 20 miles, and the best provisioning in the region. Both are bareboat-friendly with a checkout sail; neither has the crowded feel of the Caribbean's busier islands.
Belize
Explore Belize →Belize is the reef that made the Caribbean famous, without the crowds. The barrier reef runs the whole coast and the atolls - Turneffe, Lighthouse, Glover's - are a real offshore feel in a small country. The sailing is easy but the passes are serious: read the tide tables and take the guides' advice on cuts. Belize City is the usual base, but skip it for the cayes if you can fly into San Pedro.
Canary Islands
Explore Canary Islands →The Canaries are the Atlantic's wind machine - 15-25kt trades most of the year, which is glorious if you plan for it and exhausting if you don't. The classic week is Gran Canaria to Lanzarote via the channel, or a loop out of Tenerife. November-April is the charter season; summer is quieter and windier. Reef to weather early and you will have the anchorages mostly to yourself.
Egypt
Explore Egypt →Red Sea seasons are counter-intuitive. Most first-timers assume summer; the real sweet spot is October-April when the air is 22-28°C and the N wind is a pleasant 12-18kt instead of a June hammer. El Gouna's Abu Tig marina is the easiest base for a first Red Sea bareboat - the lagoon exit is sheltered and the reef passages are well marked. Do the checkout sail seriously: the reefs demand attention even on a clear day.
Oman
Explore Oman →Musandam is the sleeper hit of the Gulf - sheer khors that look like Norway crossed with the desert. Sail out of Khasab at first light when the water is glass and the dolphins come to the bow. The Daymaniyat Islands off Muscat are the opposite: easy weekend sailing with the best snorkelling in Oman. Pair both if you have 10+ days; most charters fly into Muscat and reposition.
Sweden
Explore Sweden →Sweden is friendlier for first-time bareboat than people expect - the Stockholm archipelago is a buoyed maze but the channels are deep and forgiving, and there is almost no tide to complicate anchoring. Pick Bullandö as your base, keep the first day short, and let the pilot guide do the work. Midsummer week is magical but chaotic; late August gives you the same light with half the boats.
Finland
Explore Finland →If Sweden is the polished version of Baltic cruising, Finland is the wild one. The Archipelago Sea between Turku and Åland has 40,000 islands and most of them are empty. Anchor in shallow, reedy bays no one else bothers with, sauna on shore in the evenings. The Åland crossing to Mariehamn is one of the calmest open-water legs in Europe when the summer high sits over the Baltic.
Galápagos
Explore Galápagos →Galápagos is not a sailing trip, it is a wildlife expedition with a sailing platform. Park rules are strict for a reason: stay on marked trails ashore, keep 2m from the animals (they do not move for you), and never anchor on live coral - use the park moorings. A catamaran's stability is a real advantage here: guests sleep through the night crossings between islands that rolling monohulls make miserable.
Brazil
Explore Brazil →Think of Brazil's charter coast in two halves. December-March is Paraty and Angra: warm, sheltered, party-lite island hopping between green mountains. June-November is the north-east trade-wind season and the window for Fernando de Noronha - clearer water but you earn it with a 300nm offshore leg from Recife. For most first-timers to Brazil, Paraty is the right introduction.
Florida
Explore Florida →Fort Lauderdale is the least intimidating place in the world to start a catamaran charter - the Intracoastal gives you a protected shakedown and the Keys give you your first ocean miles in tiny steps. The classic week is down the Keys with an overnight in Key West. Keep an eye on the Gulf Stream: it runs north at 2-4kt and decides every passage you make. Summer afternoons bring building storms; plan to be anchored by 15:00.
New England
Explore New England →New England's season is short and worth planning around. July-September is the sweet spot, but each month has its own character: July is warmest, August brings the whale-watching off Stellwagen Bank, September has the best breeze and the emptiest harbours after Labor Day. Fog is the real hazard on the Maine coast - if you see it building, tuck into a harbour early; it rarely clears before noon.
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.
- Kevin Klinges & Kyle Parrott — USCG-licensed captains, ASA instructors & multihull brokers, Deepwater Yacht Service (Florida)
- Leonidas Marousos — Catamaran charter broker, Mediterranean & BVI — D-MA Yachting
- Capucine de Vallée — CEO, Boatbookings — global catamaran & yacht charter platform
- Dream Yacht Charter — Global charter operator (published fleet & pricing data)
- The Moorings — Global charter operator (published fleet & pricing data)
- Sunsail — Global charter operator (published fleet & pricing data)
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