Itinerary- 30 Months 33,000 Nautical Miles

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Nov-07 Leave NYC. 2 weeks sail to San Salvador  
Dec-07  Sail to BVI [Antigua & St. Lucia] (1 week travel, 3 week free)  
Jan-08 St. Lucia --> Aruba --> Cartagena, Columbia  (2 week travel, 2 week relax)  
Feb-08 Panama Canal (1 week Travel, 1 week to pass). Sail to Galapagos Island (1 week)  
Mar-08 Leave March 10th for Atuona [Marquesas Islands] (3-4 weeks sail)  
Apr-08 Marquesas Islands/ French Polynesia (1 week sail)  
May-08 French Polynesia (Tahiti) --> Bora Bora [Society Islands]  
Jun-08 Society Islands (sail 1 week Sail to Cook Islands)  
Jul-08 Cook Islands (leave from Vavau)  
Aug-08 Tonga/Fiji (possibly Samoa --> Wallis--> Fiji)  
Sep-08 Fiji (leave Sept 20th for Vanuata- 1 week Sail to Port Vila)  
Oct-08 Vanuatu --> New Caledonia (5 days sail)  
Nov-08 Leave for Torres Strait (2 weeks) --> Bali (2 weeks) Possible to Sail Direct from Bali to Sri Lanka (3-4 weeks)
Dec-08 Singapore (1-2 weeks) 1 week relax---> Sail to Phuket, Thailand (1 week)
Jan-09 Sail to Sri Lanka (2 weeks) 1 week relax
Feb-09 Sail to Red Sea [Bab el Mandeb] (3-4 weeks)  
Mar-09 Bab el Mandeb--> Port Sudan [Africa] --> Suez Canal (3- 4 weeks)  
Apr-09 Pass Suez Canal (Port Said)--> Cyprus (1 week) 2 weeks relax  
May-09 Israel (2 weeks- 3 day sail 10 days relax) --> Crete [Greek Islands] (2 weeks)  
Jun-09 Greek Islands [Aegean Sea]  
Jul-09 Greek Islands [Aegean Sea]  
Aug-09 Sail to Malta (2 weeks) 2 weeks relax  
Sep-09 Sail to Sicily (3 days) 2 weeks relax --> Rome (1 week sail)  
Oct-09 Sail to Corsica [France] (4 day sail) --> sail to Barcelona (1 week)  
Nov-09 Balearic Islands [Menorca, Mallorca, Ibiza]  
Dec-09 Ibiza --> Strait of Gibraltar (1 week). Sail to Canary Islands  (1-2 week) Alternative: Gibralter--> Azores ---> NYC (4- 5 week sail, because wrong time to attempt
Jan-10 Sail to Cape Verde Islands (1-2 weeks)
Feb-10 Sail to Fortaleza, Brazil (2-3 weeks) Carnaval
Mar-10 Sail to Lesser Antilles (2-3 weeks)  
Apr-10 Sail to NYC (2 3 weeks)