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Defiance Sail Charters - Day Tours

211 E Main St, Gloucester, MA 01930-4161
+1 978-948-5434
Review Highlights
Dinner Cruise

We thoroughly enjoyed the cruise with Lisa and Captain Raffi. The info about Gloucester as... read more

Reviewed 2 days ago
Mary V
Doesn't get better...

I have chartered "Windfall" for over 12 years. Do I really need to say more? But, I am full of... read more

Reviewed 1 week ago
Boston, Massachusetts
Read all 90 reviews
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Windfall, our elegant 49-foot sailing vessel, is available for day or overnight sailing charters.We dock for the summer season (June–October) in historic Gloucester, MA, in Smith's Cove, within walking distance to the famed artist colony of Rocky Neck. Summer charters are also available out of Boston or any accessible New England port. Or, use Windfall as your floating B&B (Boat & Breakfast dockside) while visiting the lovely Cape Ann region.We head south in autumn to go sailing in the beautiful, sunny Sea of Abaco from late February through May. Meet us at our base of operations at the fabulous Baker's Bay Club in Great Guana Cay, Abaco, Bahamas. Or, charter Windfall for island hopping anywhere in the Bahamas.
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211 E Main St, Gloucester, MA 01930-4161
+1 978-948-5434

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1 - 10 of 90 reviews

Reviewed 2 days ago

We thoroughly enjoyed the cruise with Lisa and Captain Raffi. The info about Gloucester as interesting. Relaxing on the Windfall was amazing. Lisa is an outstanding cook and the meal was delicious!

Thank Mary V
Reviewed 1 week ago

I have chartered "Windfall" for over 12 years. Do I really need to say more? But, I am full of myself so I will. First off, I am a boat owner with thousands of miles under my keels, so, I am very finicky. My times...More

Thank RichardGonci
Reviewed 1 week ago

Lisa and Raffi are the real deal. We had a wonderful 2 day trip on their gorgeous Hinkley sailboat. They made us feel comfortable and at home. They fired up great food and beverage and we sailed. They put up with some of our bad...More

Thank Marcyrene
Reviewed 3 weeks ago via mobile

We went to the Bahamas for my spring break, It was an excellent trip! We got to go snorkeling and saw cool fish! We also got to explore several islands as well as learn about their history. I got to learn some knots too. Captain...More

Thank Susan H
Reviewed 4 weeks ago

You hear the term B&B and you think Bed & Breakfast - did you ever consider BOAT & BREAKFAST???? If not, you SHOULD. The Windfall is a beautiful yacht - and the experience could not have been better. Captain Raffi and Lisa are wonderful hosts...More

Thank Loves2Travel55555
Reviewed 4 weeks ago

We have had the pleasure of spending time on "Windfall" with Captain Raffi & Lisa multiple times in the last few years; most recently this past weekend. Our unforgettable excursions have never failed to amaze. Whether with just couples or the whole family, Defiance Charters...More

Thank Sanger-Fam
Reviewed 14 June 2017

My coworkers and I recently joined Captain Raffi & Lisa for a 3 hour sail aboard the Windfall. We had the most wonderful day! Captain Raffi & Lisa are wonderful hosts - extremely knowledgeable about Gloucester and the surrounding area and incredibly attentive to their...More

Thank Heather C
Reviewed 13 April 2017

My wife and I recently joined Raffi and Lisa aboard Windfall in the Abacos. We enjoyed gorgeous snorkeling spots that made us feel like we were on our own private island! Amazing coral, reef fish, and so many tunnels in that crystal clear water. Lisa's...More

Thank Becky F
Reviewed 11 April 2017

We experienced an absolute departure from the world that we are usually immersed in with the Windfall. The food was so fresh and beautifully prepared . The conch fritters are the best I have ever eaten. The excursions on the dingy brought out the children...More

Thank Louisetiingen
Reviewed 16 March 2017

Capt. Raffi and Lisa are down to earth wonderful hosts, couldn't ask for a nicer crew to spend the day. Every step of the way they were gracious and accommodating. We would sail with them any day!!! Windfall is a Beautiful Boat ,almost as nice...More

Thank Harvey776245
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21 September 2016|
Response from kwkirbo | Reviewed this property |
Please see their website