Yacht Charter in the Leeward Islands

The Leeward Islands are to the east of Puerto Rico in the Lesser Antilles of the Caribbean. They are some of the most beautiful yachting destinations in the world…offering something for everyone…from pristine, private beaches to chic shops and restaurants. The most notable islands in the Leeward Chain are Anguilla and St Barts - winter favourites for the Jet Set worldwide.

If you are looking for quiet and relaxation, we know where to find it. If you are looking for Caribbean versions of San Tropez packed with activities and other people, the Leewards offer that as well!
More information on the Leeward Islands

213 charter yachts found: Currently displaying 0 to 30.           Next 30 >>>

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All Countries and Ports Anguilla    -- Leeward Islands --          Anguilla Antigua          English Harbour Australia    -- South Pacific --          Airlee Beach Whitsu         Great Barrier Reef         Hamilton Island Whi         Port Douglas         Sydney         Whitsunday Islands Bahamas    -- Bahamas --          Bahamas         Freeport         Green Turtle Cay         Marsh Harbor - Abaco         Nassau Barbados    -- Barbados --          Bridgetown Belgium    -- North Sea --          Antwerp         Ostend Belize    -- Central America --          Belize City         Placencia         San Pedro Bermuda    -- Bermuda --          Bermuda Brazil    -- South America --          Angra dos Reis         Sao Paulo British Virgin Islan    -- Virgin Islands --          Tortola         Virgin Gorda - Spani Canada    -- Nova Scotia --          Nova Scotia   -- Pacific Northwest --          Vancouver Caribbean Sea    -- Central America --          Caribbean Sea   -- Leeward Islands --          Leeward Islands   -- Virgin Islands --          Virgin Islands   -- Windward Islands --          Windward Islands Croatia    -- Adriatic Sea --          Baska Voda         Biograd         Dubrovnik         Hvar         Kastela         Komiza         Korcula         Kremik-Primosten         Krvavica         Mali Losinj         Marina Dalmacija - Z         Milna         Murter         Primosten         Pula         Rogoznica         Rovinj         Sibenik         Split         Tribunj         Trogir         Vinisce         Vis         Zadar         Zaklopatica Dominican Republic          Dominican Republic Ecuador    -- South America --          Galapagos Fiji    -- South Pacific --          Fiji Finland    -- Scandinavia --          Mariehamn Aland Isla         Taalintehdas France    -- Corsica --          Ajaccio         Bonifacio         Calvi         Corsica         Macinaggio         Porto Vecchio         Propriano   -- French Riviera --          Antibes         Bandol         Beaulieu sur Mer         Bormes les Mimosas         Cannes         Cap d`Ail         Cap Ferrat         Cavalier sur Mer         Cogolin         Eze sur Mer         Frejus Port         Golfe Juan         Hyeres les Palmiers         Iles de Lerins         Juan les Pins         La Napoule Mandelieu         Lavandou         Marseille         Nice         Pin Rolland Toulon H         Porquerolles         Port Grimaud         Saint Jean Cap Ferra         St Mandrier         St Maxime         St Raphael         St Tropez         St-Laurent-du-Var         Theoule sur Mer         Toulon Hyeres         Villefranche         Villeneuve Loubet Germany    -- North Sea --          Hamburg Greece    -- Aegean Sea - Greece --          Alimos         Athens         Samos   -- Cyclades Islands --          Mykonos         Paros         Santorini   -- Dodecanese Islands --          Kefalos - Kos         Kos         Rhodes   -- Ionian Sea --          Corfu         Kalamata         Lefkas   -- Northern Sporades Is --          Skiathos Grenada    -- Windward Islands --          St Georges         True Blue Bay Guadeloupe    -- Leeward Islands --          Point a Pitre Guernsey    -- South Coast England --          St Peter Port Holland    -- North Sea --          Amsterdam India    -- Andaman Sea --          Andaman Islands Indonesia    -- Banda Sea --          Banda Islands         Raja Ampat   -- Lesser Sunda Islands --          Bali         Flores         Komodo   -- South China Sea --          Bintan Italy    -- Adriatic Sea --          Grado         San Rocco - Trieste         Venice   -- Aeolian Islands --          Aeolian Islands         Lipari   -- Amalfi Coast --          Amalfi         Amalfi Coast         Capri         Castellammare di Sta         Gaeta         Marina di Stabia         Ostia         Positano         Salerno         Sorrento   -- Gulf of Naples --          Naples         Pozzuoli         Procida   -- Italian Riviera --          Civitavecchia         Genoa         La Spezia         Porto Ercole         Porto Maurizio         Porto Santo Stefano         Portofino         Rapallo         San Remo         Santa Margherita Lig         Savona   -- Rome --          Fiumicino         Marina Porto Di Roma   -- Sardinia --          Alghero         Cagliari         Cannigione         Carloforte         La Maddalena         Olbia         Palau         Poltu Quatu         Portisco         Porto Cervo         Porto Rotondo         Punt Aldia         Santa Teresa Gallura         Sardinia         Stintino   -- Sicily --          Cefalu         Eolie Island         Marsala         Milazzo         Palermo         Portorosa         Riposto         Sant`Agata di Milite   -- Southern Italy --          Agropoli         Reggio Calabria         Vibo Valentia   -- The Italian Lakes --          Lake Garda   -- Tuscany --          Cala Galera         Elba         Etrusca Marina         Piombino         Punta Ala         Puntone         Scarlino         Viareggio Jersey    -- Channel Islands --          St Helier Madagascar    -- Madagascar --          Madagascar         Nosy Be Malaysia    -- Andaman Sea --          Langkawi   -- South China Sea --          Kota Kinabalu         Sabah         Tioman Maldives    -- Maldives --          Male Malta    -- Maltese Islands --          Gzira Martinique    -- Windward Islands --          Baie du Marin         Bassin Tortue         Le Marin         Martinique Mauritius    -- Mauritius --          Mauritius Mexico    -- Central America --          Cabo San Lucas         La Paz         Manzanillo         Puerto Vallarta Monaco    -- French Riviera --          Monaco Monserrat    -- Leeward Islands --          Monserrat Montenegro    -- Adriatic Sea --          Kotor         Tivat Myanmar (Burma)    -- Andaman Sea --          Mergui Archipelago New Caledonia    -- South Pacific --          New Caledonia Norway    -- Scandinavia --          Norwegian Fjords Oman    -- Middle East --          Masqat Panama    -- Central America --          Bocos Del Toro         Panama Portugal    -- Madeira --          Calheta         Funchal Puerto Rico    -- Spanish Virgin Islan --          Culebra         Fajardo         Vieques Scotland    -- Orkney --          Kirkwall   -- Scotland West Coast --          Armadale         Oban Seychelles    -- Seychelles --          Mahe         Praslin Singapore    -- South China Sea --          Singapore         Singapore Grand Prix Slovenia    -- Adriatic Sea --          Izola South Pacific    -- South Pacific --          South Pacific Spain    -- Barcelona --          Barcelona   -- Canaries --          Gran Canaria         Lanzarote         Tenerife   -- Costa Brava --          L` Escala         L`Estartit         Palamos         Roses         Sant Feliu de Guixol   -- Costa de Valencia --          Valencia   -- Costa del Sol --          Estepona         Marbella         Puerto Banus         Puerto Sotogrande   -- Ibiza --          Ibiza Port         San Antonio   -- Mallorca --          Andratx         Palma         Puerto Pollensa         Puerto Portals   -- Menorca --          Mahon St Barts    -- Leeward Islands --          Gustavia St Kitts          St Kitts St Lucia    -- Windward Islands --          Marigot Bay         Rodney Bay St Thomas    -- Virgin Islands --          St Thomas St Vincent and the G    -- Windward Islands --          Blue Lagoon St. Maarten    -- Leeward Islands --          Simpson Bay Sweden    -- Scandinavia --          Gothenberg         Marstrand         Stockholm Tahiti    -- South Pacific --          Bora Bora         Moorea         Raiatea         Tahiti Thailand    -- Andaman Sea --          Krabi         Phang Nga Bay         Phi Phi Islands         Phuket         Phuket Kings Cup         Similan Islands   -- Gulf of Thailand --          Koh Chang         Koh Kut         Koh Phangan         Koh Samui         Koh Tao Tonga    -- South Pacific --          Tonga Trinidad    -- Central America --          Trinidad Turkey    -- Aegean Sea - Turkey --          Antalya         Bodrum         Fethiye         Gocek         Kas         Kusadasi         Marmaris         Turgutreis   -- Istanbul - Bosporus --          Bosporus and Istanbu Turks and Caicos          Turks and Caicos UAE    -- Middle East --          Dubai         Ras Al Khaimah         Ras Al Khaimah - Ame United Kingdom    -- Solent --          Cowes         Hamble         Lymington         Poole         Portsmouth         Southampton   -- South Coast England --          Brighton         Torquay   -- Thames --          London US Virgin Islands    -- Virgin Islands --          St Thomas USA    -- Hawaii --          Honolulu   -- Mid Atlantic --          Annapolis MD         Beaufort SC         Charleston SC         Georgetown         Wilmington NC   -- New England - NY - N --          Bar Harbor Maine         Boothbay Harbor Main         Boston MA         Brooklyn NY         Camden Maine         Cape Cod and Islands         Kennebunk Maine         Marthas Vineyard MA         Nantucket MA         Newport RI         Old Saybrook CT         Penobscot Bay Maine         Portland Maine   -- Pacific Northwest --          Anacortes WA         Ketchikan AK         San Juan Islands   -- SouthEast US - Flori --          Clearwater FL         Ft Lauderdale FL         Islamorada FL         Key Largo         Key West FL         Miami FL         Palm Beach FL         St. Pete Grand Prix         Tampa FL   -- West Coast US - Cali --          Newport Beach Califo         San Diego California Venezuela    -- Isla Margarita --          Los Roques   -- South America --          Puerto La Cruz Cabins 1 Cabins 2 Cabins 3 Cabins 4 Cabins 5+ Cabins Type MotorSailCatamaran Crew Bareboat Crewed Lengthbelow 10m/32ft10-13m/32-40ft13-16m/40-50ft16-23m/50-75ft23-30m/75-100ft30-40m/100-130ft40-50m/130-165ft50+m/165+ft
ENTREPRENEURSHIP - Catana - Caribbean - New England Berths: 6 Cabins: 3 Crew: Crewed Length: 15.24 m (50'0") Type: Catamaran Year: 2007 From $ 9500 to 14000 per week Add to “My Yachts”
MAUNI - 62ft Sunreef - 3 Cabins - Caribbean - South America Berths: 6 Cabins: 3 Crew: Crewed Length: 18.23 m (59'10") Type: Catamaran Year: 2006 From € 18500 to 20500 per week Add to “My Yachts”
PACIFIC WAVE - Giorgretti & Magrini 72 - British Virgin Islands - Grenadines Berths: 6 Cabins: 3 Crew: Crewed Length: 21.95 m (72'0") Type: Sail Year: 1986/2008 refit From $ 20500 to 25900 per week Boatbookings.com Preferred Winter 2010-2011 Caribbean Promotion Special ends on 30-04-2011 Add to “My Yachts”
WATERCOLOURS - 115ft Trinity - 4 Cabins - Caribbean - Bahamas - Virgin Islands - BVI Berths: 8 Cabins: 4 Crew: Crewed Length: 35.05 m (115'0") Type: Motor Year: 1990/2007 refit Enquire for prices Add to “My Yachts”
AQUASITION - 147 Intermarine - New England - Caribbean Berths: 10 Cabins: 5 Crew: Crewed Length: 44.2 m (145'0") Type: Motor Year: 2002/2007 refit From $ 127000 per week Boatbookings.com Preferred Add to “My Yachts”
COCKTAILS - 100 Hargrave - New England - Caribbean - Florida - Bahamas Berths: 8 Cabins: 4 Crew: Crewed Length: 29.4 m (96'5") Type: Motor Year: 2006 From $ 42500 to 45000 per week Add to “My Yachts”
SHALIMAR - Benetti 118 - 5 Cabins - Caribbean Berths: 10 Cabins: 5 Crew: Crewed Length: 35.97 m (118'0") Type: Motor Year: 1996/2006 refit Boatbookings.com says: "SHALIMAR is an excellent classic-style Benetti for Family Vacations" From $ 60000 to 75000 per week Boatbookings.com Preferred Add to “My Yachts”
MUSCADE - 56 Fountaine Pajot - Caribbean Berths: 8 Cabins: 4 Crew: Crewed Length: 16.46 m (54'0") Type: Catamaran Year: 1996 From $ 15500 to 24500 per week Add to “My Yachts”
BALAJU - Intermarine 145 - Caribbean - Mediterranean Berths: 10 Cabins: 5 Crew: Crewed Length: 44.5 m (146'0") Type: Motor Year: 2002 Boatbookings.com says: "For those who enjoy the finer things in life, insist on Balaju" Enquire for prices Boatbookings.com Preferred Add to “My Yachts”
TOP SECRET - Sea Ray 50 - Caribbean Berths: 6 Cabins: 3 Crew: Crewed Length: 0 (146'0") Type: Motor Year: 2001 From $ 14000 to 15000 per week Add to “My Yachts”
SAFARI - Lagoon 44 - Caribbean Berths: 6 Cabins: 3 Crew: Crewed Length: 13.41 m (44'0") Type: Catamaran Year: 2008 From $ 7700 to 14000 per week Add to “My Yachts”
BELLA VITA - Leopard 46` - Caribbean Berths: 3 Cabins: 3 Crew: Crewed Length: 14 m (45'11") Type: Catamaran Year: 2008 Enquire for prices Add to “My Yachts”
SPIRIT - Hunter 46 - Caribbean - Virgin Islands Berths: 2 Cabins: 1 Crew: Crewed Length: 14.02 m (46'0") Type: Sail Year: 2001/2004 refit From $ 5500 to 5500 per week Add to “My Yachts”
NEMO - 47 Nautitec France - Caribbean - Greece Berths: 10 Cabins: 4 Crew: Crewed Length: 14.33 m (47'0") Type: Catamaran Year: 2009 From $ 13300 to 20350 per week Add to “My Yachts”
NERISSA - Jeanneau 49- Caribbean Berths: 4 Cabins: 2 Crew: Crewed Length: 14.96 m (49'1") Type: Sail Year: 2006 From $ 7250 to 9075 per week Add to “My Yachts”
GRAUNYA - 51 Beneteau - Caribbean Berths: 6 Cabins: 3 Crew: Crewed Length: 14.99 m (49'2") Type: Sail Year: 1985/2005 refit From $ 7000 to 10000 per week Add to “My Yachts”
AMAZING GRACE - Admiral 50 - 3 Cabins - Bahamas, St. Thomas Berths: 6 Cabins: 3 Crew: Crewed Length: 15.24 m (50'0") Type: Catamaran Year: 2007 Enquire for prices Add to “My Yachts”
JABBERWOCKY - Beneteau 51 - Caribbean Berths: 3 Cabins: 3 Crew: Crewed Length: 15.54 m (51'0") Type: Sail Year: 1996/2008 refit Enquire for prices Add to “My Yachts”
SCORPIO - Sovereign - Caribbean - BVI Berths: 3 Cabins: 2 Crew: Crewed Length: 15.85 m (52'0") Type: Sail Year: 1996 From $ 6000 to 10800 per week Add to “My Yachts”
THE DOVE - Crealock 54 - Caribbean Berths: 4 Cabins: 2 Crew: Crewed Length: 16.46 m (54'0") Type: Sail Year: 1988/2003 From $ 7800 to 11800 per week Add to “My Yachts”
WILD THING II - Voyage 580 - British Virgin Islands - Caribbean Berths: 8 Cabins: 4 Crew: Crewed Length: 17.05 m (55'11") Type: Catamaran Year: 2005 Boatbookings.com says: "A happy customer comment: `I could not recommend a week on Wild Thing 2 with Adele and Richard more strongly, it really is a treat! Many thanks for all your help at boatbookings` Samantha" From $ 19733 to 21077 per week Boatbookings.com Preferred Add to “My Yachts”
42 THE MEANING OF LIFE THE UNIVERSE AND EVERYTHING Berths: 6 Cabins: 3 Crew: Crewed Length: 17.07 m (56'0") Type: Catamaran Year: 2006 From $ 12000 to 16000 per week Add to “My Yachts”
BANDERA - Hinckley 56 - New England - Caribbean Berths: 5 Cabins: 2 Crew: Crewed Length: 17.32 m (56'10") Type: Sail Year: 1994 From $ 11500 to 14500 per week Add to “My Yachts”
JASMINE - Beneteau 57 - Caribbean - West Med Berths: 6 Cabins: 3 Crew: Crewed Length: 17.37 m (57'0") Type: Sail Year: 2004 From $ 9500 to 13750 per week Add to “My Yachts”
SASKIANNA - Custom 55 - New England - Caribbean Berths: 4 Cabins: 2 Crew: Crewed Length: 17.37 m (57'0") Type: Sail Year: 1985/2006 refit From $ 8500 to 1200 per week Add to “My Yachts”
SECRET OASIS - Voyage 580 - British Virgin Islands - Caribbean Berths: 10 Cabins: 5 Crew: Crewed Length: 17.55 m (57'7") Type: Catamaran Year: 2006 From $ 19796 to 27839 per week Boatbookings.com Preferred Add to “My Yachts”
TOUCAN PLAY II - Voyage 580 - British Virgin Islands Berths: 8 Cabins: 4 Crew: Crewed Length: 17.68 m (58'0") Type: Catamaran From $ 17948 to 21077 per week Add to “My Yachts”
TZIGANE IX- Catamaran 58 - Caribbean Berths: 8 Cabins: 5 Crew: Crewed Length: 17.68 m (58'0") Type: Catamaran Year: 1981/1996/2002 refit From $ 7400 to 15100 per week Add to “My Yachts”
BLUE PASSION - Beneteau Oceanis 58 - 5 Cabins - Caribbean Berths: 10 Cabins: 5 Crew: Crewed Length: 18.24 m (59'10") Type: Sail Year: 2010 Enquire for prices Add to “My Yachts”
CALLIOPE - Southern Ocean 60 - Caribbean Berths: 8 Cabins: 4 Crew: Crewed Length: 18.29 m (60'0") Type: Sail Year: 1979/2006 refit From $ 6000 to 95000 per week Add to “My Yachts”

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