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Group Trips and Sailing Flotillas

Travel port to port and harbor to harbor with a group of sailboats in a flotilla. Invite other boaters on your ocean crossings. Schedule scuba diving excursions, sailing courses, and boating at overnight anchorages. A flotilla offers a great way to share the fun with other yachtsmen. Group boating trips to the next harbor to visit a fancy restaurant and share good times can be a great boating vacation. Sailing charters can be grouped together in a flotilla so no boat is going alone, and all can share the days events, and evening fun.
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Exclude Cruising Logs (History)


2010-04-24 thru 2010-05-01   ASA Exuma Islands Bahamas Sea Pearl   Contact: Contact ASA for details and costs
ASA participants can earn 110 certification while camping and touring the beautiful islands with a guide. Limited to 10 participants.

British Virgin Islands

2007-03-02 thru 2007-03-09   Husband Wife ASA Sailing trip 2007   Contact: jweller@PortsByBoat.com
What to do on a 20th wedding anniversary, but a little fun and learning how to sail. So I took my wife on an ASA sailing adventure to the British Virgin Islands. We started out nervous about our other unknown crew that would be sharing a the 40ft boat. We were told by the charter company that our ASA Captain would be a female, and our cook was female as well. We exchanged emails with the other couple who would be joining us and learning to sail. Take a risk and who knows, you might be rewarded.

California USA

2011-09-10 thru 2011-09-17   ASA Catalina Island 2011   Contact: www.american-sailing.com.
The flotilla departs from and returns to Marina del Rey, CA. Details and booking information are on our web site. To charter, call (800) 398-8830 and ask about the ASA Catalina Newport Flotilla. If you are a qualified captain or interested in being crew, we have boats looking for both. This trip is designed to accommodate beginners and experienced sailors alike.

Canary Islands

2013-11-03 thru 2013-11-17   ARC World Cruising Club Rally   Contact: www.worldcruising.com/arc
ARC The original sailing rally has run every year since 1986. Departs Las Palmas de Gran Canaria for Rodney Bay Saint Lucia every November.

Florida USA - Atlantic

2012-01-07 thru 2012-01-14   Our first cruise in the Caribbean   Contact:
Our first cruise.

2016-01-31 thru 2016-01-31   Jacksonville to Wrightsville beach   Contact: Captain Jesse Oceanstingercharters@gmail.com
My New Trip

Florida USA - Gulf

2010-03-20 thru 2010-03-27   ASA Pine Island Sound, FL   Contact: ASA 310-822-7171
Contact ASA to sign-up, costs, and details. Leave from Charlotte Harbor to barrier islands. Pirate attire is requested for final night party.

2010-04-02 thru 2010-04-05   Sailing Certification Trip   Contact: Flagship Sailing
I signed up for a sailing instructor certification course through Flagship sailing. They have two Captains with many years of experience. We sailed a 30 and 36 ft Catalinas. It was great to meeting five other students who have worldly sailing experience. The four day program required students to give lessons in class and on the water on so many aspects of sailing. This type of testing requires students to be book-smart and water-smart.

2012-05-17 thru 2012-05-19   Ship of Fools   Contact:
Ship of Fools trip North 2012


2011-07-16 thru 2011-07-22   ASA Flotilla Alimos - Greek Islands   Contact: valerie@customsailing.net
Imagine sailing the Greek Islands this summer
on your very own private yacht!
Book your 2011 flotilla now! Space is limited to 4 yachts.

Contact - / 770-517-2992
Join fellow ASA sailors in the beautiful Greek Islands. Greece has been a favorite vacation spot for centuries. From ancient sites in Athens to sun drenched Greek islands where the water is the color of blue like you see no where else, Greece is on the short list of places you want to go.
Enjoy incredible sailing, learn to Med Moore, captain your own yacht or take a skipper and enjoy your vacation! We will see the ?real? Greece, quaint fishing villages, vineyard
tours, gastronomic delights in local tavernas, shopping, nightlife, and the list goes on. We will depart from Athens and sail the beautiful Saronic Gulf. Here you will find beautiful harbors and bays that offer you everything from lively tavernas, shopping and cultural sites to quiet secluded bays.


2016-06-21 thru 2016-08-24   My New Trip   Contact:
trip from ITALY to Auckland ,New Zealand

Lake Huron

2010-05-21 thru 2010-05-22   BoyScout Canoe Trip 2010   Contact: troop292.org
Boy Scout Troop 292 of Grandville, MI is canoeing from Cedarville to Government Island. Picking up canoes near the Burt Lake. Then traveling to UP. Launch from Cedarville Boat ramp and canoe 1.5 miles. No fish but fog was exciting.

Lake Michigan

2009-07-26 thru 2009-07-31   Family Vacation Summer 2009   Contact:
We took a 37' sailboat out of Holland for a family cruising trip. The kids had not been on a boat overnight so we thought this would be the perfect opportunity to teach them to sail.

2014-03-24 thru 2014-03-24   Lk Macatawa to Wisconson and back   Contact: john.weller@afrayedknotsailing.com
Adventure trip crossing Lake Michigan. Depart from Holland Mi and cross to Wisconsin. Spend a day or two in Wisconsin and return to Holland.\nVarious fun along the way. \nTwo hour helmsman shifts. Multiple boats encouraged to join. \nSee www.AfrayedKnotSailing.com Blog Roles.\n

2018-08-09 thru 2018-08-20   August 2018   Contact:
August 2018 sailing trip in Dawn Treader

Maryland USA

2016-03-22 thru 2016-03-22   Annapolis to Rehoboth   Contact:
My New Trip

New Hampshire USA

2013-11-03 thru 2013-11-17   Caribbean 1500 Rally   Contact: www.worldcruising.com/carib1500
Caribbean 1500 North America???s largest and longest-running rally. Departs Hampton VA for Tortola BVI every November.

North Carolina USA

2015-03-31 thru 2015-04-04   Cape Lookout Cruise   Contact:
Sailing trip from Courthouse Bay to Cape Lookout and back.

Pacific British Columbia Canada

2011-06-17 thru 2011-06-24   ASA Gulf Islands Flotilla 2011   Contact: call 1-800-677-7245 and ask about the ASA flotilla
For more info - load PDF http://library.constantcontact.com/doc205/1103318110168/doc/3wRGF0B222pJZfDM.pdf

2011-06-24 thru 2011-07-01   ASA San Juan Flotilla 2011   Contact: call 1-800-677-7245 and ask about the ASA flotilla
Details at http://library.constantcontact.com/doc205/1103318110168/doc/boFXXcVaohs6OpFT.pdf

Saint Martin

2013-04-28 thru 2013-05-12   ARC EU St Maarten 2 Bermuda Leg 1   Contact: John Weller
My first time sailing with the World Cruising Club and the Atlantic Cup to Bermuda. This rally starts in Nanny Cay Tortola and finishes in Bermuda; and then it splits to East coast USA, or Europe. Additionally, we started from Sint Maarten on May 1 and meet the rally club at Nanny Cay.

Virginia USA

2015-08-30 thru 2015-08-30   Deltaville to Old Point Comfort   Contact: Keith Midgette
Last Leg of Trip, Deltaville to Hampton, VA

Washington USA

2010-06-18 thru 2010-06-25   ASA San Juan Islands, Bellingham WA   Contact: Contact American Sailing Assoc for costs and detai
ASA Trip leaves Bellingham, Washington and sails through the beautiful islands of Northwest Washington where wildlife abound including bald eagles and orca whales. The winds and currents make this na

2010-06-25 thru 2010-07-02   ASA British Columbia Gulf Island   Contact: American Sailing Assoc for costs and details
This flotilla departs from Bellingham, Washington. Participants will learn how to clear customs as they leave US waters and travel to BC Canada.
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