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Specialties Defiance Sail Charters also offers a B&B Boat & Breakfast. Spend a romantic night aboard "Windfall" at the dock. History Established in 1998. Defiance Sail Charters began with the yacht, "Defiance," a 35' Dickerson ketch. Several years later, Captains Raffi and Lisa acquired and restored "Windfall," their 49' Hinckley. Meet the Business Owner Raffi K. Business Owner United States Coast Guard certified; 100 ton Master License/Auxiliary sail. Captain Raffi has been sailing the waters from the coast of Maine to the ... read more
211 E Main St, Ste 2, Gloucester, MA, 01930, United States
Get directionsWeekday | Schedule | Status |
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Mon | 8:00 a.m. to 9:00 p.m. | |
Tue | 8:00 a.m. to 9:00 p.m. | |
Wed | 8:00 a.m. to 9:00 p.m. | |
Thu | 8:00 a.m. to 9:00 p.m. | |
Fri | 8:00 a.m. to 9:00 p.m. | |
Sat | 8:00 a.m. to 9:00 p.m. | |
Sun | 8:00 a.m. to 9:00 p.m. |
Wow, what an unforgettable New England experience aboard the Windfall! Rafi and Lisa truly love what they do, and it shines through in every part of the trip. We weren’t sure if the weather would cooperate, but the communication leading up to our sail was thorough and reassuring. We had our four year old and seven year old with us, and Rafi and Lisa were incredibly patient and engaging , keeping the kids entertained with everything from helping on the sailboat to making origami boats. The highlight? Lisa steaming fresh lobst... read more
Fabulous experience sailing with friends aboard the elegant Windfall. Captain Lisa and Captain Raffi were gracious and knowledgeable hosts. Tubing from the zodiac was exciting for the young, and the young at heart! Best way to experience Cape Ann is by boat, and Windfall/Defiance Sail Charters checks all the boxes!
Thanks, Captains Raffi and Lisa for an incredible memory we will never forget! Your hospitality, wisdom, and consideration were incredible. (Lisa—the photos you took are gems our family will treasure forever!) Above and beyond the logistics of the day, it was so delightful how you played along with our 80th birthday surprise—right up to boarding your beautiful vessel for "eel bait." Hahaha! You certainly made the birthday girl's day, and each of ours along with hers. She's still talking about our adventure! Thank you again f... read more
What a wonderful day we had…thank you thank you Captains Lisa and Raffi!!!’ We had a beautiful Sail day from Gloucester to Mystery Islands! Not only the Sail was perfect, we also enjoyed the stories and knowledge of everything that we could see from the boat. What a pleasure to sail with this beautiful vessel I highly recommend this experience ☀️☀️
Had the best sailing charter ever! The Windfall is a beautiful sail boat and the crew is super nice! Can’t wait to come back!
Defiance Sail Charters has a 5 star rating with 23 reviews.
Defiance Sail Charters is open now. It will close at 9:00 p.m.
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