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Where Should You Charter? Side-by-Side

Compare any two sailing grounds on conditions, peak season, cost and who each place is best for. Region-to-region and country-to-country pages are all pre-built.

721 pre-built destination comparisons · 11 regions · 37 countries

Macro choice

Compare Regions

11 sailing regions — Caribbean, Mediterranean, Indian Ocean, South Pacific, South East Asia, Mexico & Central America, Atlantic & Offshore, Red Sea & Middle East, Northern Europe & Baltic, South America & Galápagos, US East Coast & Florida. Start with the big decision, then narrow to a country.

Caribbean

Hurricane season June-November. Trade winds reliable December-April. Peak season Christmas-March.

Peak Dec, Jan, Feb, Mar, Apr · from $3,500/wk

Mediterranean

Strongest winds July-August (Meltemi, Mistral, Bora). Peak season warm and crowded. Shoulder months (May, September) ideal. Most regions close in winter.

Peak Jun, Jul, Aug · from $3,000/wk

Indian Ocean

Best sailing: November-April (trade winds steady). Cyclone risk December-April (south of equator). Indian Ocean cruisers often combine 2-3 regions.

Peak Nov, Dec, Jan, Feb, Mar, Apr · from $5,500/wk

South Pacific

Best sailing June-October (austral winter, 14-16kt SE trades). Cyclone season December-April; most French Polynesia operators pause. Reef-protected anchorages; Society Islands and the Whitsundays are the two main charter hubs.

Peak Jun, Jul, Aug, Sep, Oct · from $4,000/wk

South East Asia

Dry season runs December-April with calm seas and reliable trade winds. Wet season May-October brings monsoon squalls; most charter operators close or reposition to the Andaman Sea. Reef-friendly anchoring is strictly enforced.

Peak Dec, Jan, Feb, Mar, Apr · from $4,500/wk

Mexico & Central America

Sea of Cortez (La Paz, Cabo) has reliable northerly winds November-May. Caribbean Mexico / Belize runs November-April; closed May-October due to hurricane risk and sargassum.

Peak Nov, Dec, Jan, Feb, Mar, Apr · from $3,200/wk

Atlantic & Offshore

Trade-wind season runs April-October with steady NE breeze. Atlantic crossing (ARC) in November from Canaries to St Lucia is the classic transatlantic route — typically 18-21 days.

Peak Apr, May, Jun, Jul, Aug, Sep · from $3,800/wk

Red Sea & Middle East

A near-year-round cruising ground: October-April is the sweet spot with 22-28°C air, lighter northerlies and superb reef visibility. May-September is hotter with stronger N winds - fast but bumpier passages. Water stays warm enough for snorkelling all year, which keeps Egypt busy even in summer.

Peak Oct, Nov, Mar, Apr · from $4,200/wk

Northern Europe & Baltic

A strictly seasonal, high-latitude summer cruising world. June-August brings 18-20 hours of daylight, gentle 8-12kt thermal breezes and midsummer festivities. May and September are cooler but quiet. Navigation is among the most scenic in the world - island-dotted archipelagos with thousands of protected anchorages and near-tidal-less water.

Peak Jun, Jul, Aug · from $5,200/wk

South America & Galápagos

Galápagos is a year-round wildlife destination that peaks December-April (warm, calm, wetter) with the best underwater visibility; June-November brings the cooler, plankton-rich 'garúa' season and bigger marine life. Brazil's coast is best December-March. Galápagos charters are expedition-style: fully crewed, permit-controlled routes and National Park rules on every anchorage.

Peak Dec, Jan, Feb, Mar, Apr · from $6,500/wk

US East Coast & Florida

Two seasons in one region: Florida and the Keys shine November-May (warm Gulf Stream water, steady easterlies) while summer brings heat and hurricane season; New England's window is Memorial Day through mid-October, with Newport, Nantucket and Maine's Penobscot Bay at their best in July-September. Bareboat and crewed options are both strong out of Fort Lauderdale and Newport.

Peak Dec, Jan, Feb, Mar, Apr · from $4,800/wk

Region vs region deep-dives: Caribbean vs Mediterranean · Caribbean vs Indian Ocean · Caribbean vs South Pacific · South East Asia vs Caribbean · Caribbean vs Mexico & Central America · Atlantic & Offshore vs Caribbean · Caribbean vs Red Sea & Middle East · Caribbean vs Northern Europe & Baltic · Caribbean vs South America & Galápagos · Caribbean vs US East Coast & Florida · Indian Ocean vs Mediterranean · Mediterranean vs South Pacific · South East Asia vs Mediterranean · Mediterranean vs Mexico & Central America · Atlantic & Offshore vs Mediterranean · Mediterranean vs Red Sea & Middle East · Mediterranean vs Northern Europe & Baltic · Mediterranean vs South America & Galápagos · Mediterranean vs US East Coast & Florida · Indian Ocean vs South Pacific · South East Asia vs Indian Ocean · Indian Ocean vs Mexico & Central America · Atlantic & Offshore vs Indian Ocean · Indian Ocean vs Red Sea & Middle East · Indian Ocean vs Northern Europe & Baltic · Indian Ocean vs South America & Galápagos · Indian Ocean vs US East Coast & Florida · South East Asia vs South Pacific · Mexico & Central America vs South Pacific · Atlantic & Offshore vs South Pacific · South Pacific vs Red Sea & Middle East · Northern Europe & Baltic vs South Pacific · South Pacific vs South America & Galápagos · South Pacific vs US East Coast & Florida · South East Asia vs Mexico & Central America · South East Asia vs Atlantic & Offshore · South East Asia vs Red Sea & Middle East · South East Asia vs Northern Europe & Baltic · South East Asia vs South America & Galápagos · South East Asia vs US East Coast & Florida · Atlantic & Offshore vs Mexico & Central America · Mexico & Central America vs Red Sea & Middle East · Mexico & Central America vs Northern Europe & Baltic · Mexico & Central America vs South America & Galápagos · Mexico & Central America vs US East Coast & Florida · Atlantic & Offshore vs Red Sea & Middle East · Atlantic & Offshore vs Northern Europe & Baltic · Atlantic & Offshore vs South America & Galápagos · Atlantic & Offshore vs US East Coast & Florida · Northern Europe & Baltic vs Red Sea & Middle East · Red Sea & Middle East vs South America & Galápagos · Red Sea & Middle East vs US East Coast & Florida · Northern Europe & Baltic vs South America & Galápagos · Northern Europe & Baltic vs US East Coast & Florida · South America & Galápagos vs US East Coast & Florida

Drill down

All 37 Charter Destinations

Every country pair has a dedicated comparison page — use the builder, or open a country guide and follow its "compare" links.

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