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Defiance Sail Charters - Day Tours

211 E Main St, Gloucester, MA 01930-4161
+1 978-948-5434
Review Highlights
Sailing into my Sixties on the Windfall!

Sailing into my Sixties on the Windfall By: Diane Barr Bucket lists are made for various... read more

Reviewed 11 December 2017
Nashville, Tennessee
Excellent Evening Sail!!

We joined Captains Raffi and Lisa for a sunset sail last weekend as part of a bachelorette weekend... read more

Reviewed 30 August 2017
Elizabeth K
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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 94 reviews

Reviewed 11 December 2017

Sailing into my Sixties on the Windfall By: Diane Barr Bucket lists are made for various reasons. Some make a list and hope they can check off as many items as possible before they pass on to their new home. Others make a list as...More

Thank dianebarr06
Reviewed 30 August 2017

We joined Captains Raffi and Lisa for a sunset sail last weekend as part of a bachelorette weekend and we had the BEST time! I've been enjoying Gloucester from land for years, but there is nothing like it seeing it from the water. Captains Raffi...More

Thank Elizabeth K
Reviewed 28 August 2017

We went for an all day sail. This was one of the best things I've ever done, and I used to be a regular sailor. I highly recommend Defiance charters.

Thank JackBossom
Reviewed 24 August 2017

It's worth a special trip to Gloucester to take a cruise on Windfall with Captains Raffi and Lisa. We do so every time special guests visit and all agree it is the highlight of their stay. We've done this so often that Lisa and Raffi...More

Thank Peter C
Reviewed 15 August 2017

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 9 August 2017

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 9 August 2017

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 21 July 2017 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 19 July 2017

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 18 July 2017

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