Sail Away On Wing - Private Trips

Sail Away On Wing - Private Trips

Sail Away On Wing - Private Trips
5

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5.0
5.0 of 5 bubbles51 reviews
Excellent
48
Very good
2
Average
0
Poor
0
Terrible
1

Escaping America
1 contribution
5.0 of 5 bubbles
Sept 2019
My first time on Wing with Captain Diane was a few years ago for an afternoon sail. I came back to the island for a girls' getaway and this was the activity I insisted upon! Only this time it was even better, because we booked a sunset sail. The silence of the sails taking us across the water together with the amazing sunset made this an experience none of us will ever forget. The boat is comfortable and Diane is an expert at the helm; relaxed yet alert and very knowledgeable about sailing as well as the island itself. I can't wait until my next trip to MV and my next sail on Wing! Thank you, Diane, for giving us the highlight of our trip!
Written 12 September 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for your wonderful comments, that is exactly the kind of sail I strive to have! Hope to see you’re again next year.
Written 14 September 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Tony and Bo
Houston, TX4 contributions
5.0 of 5 bubbles
Sept 2019
Captain Di (as I will forever refer to her) was great. Knowledgeable and fun, you can tell she enjoys doing this. A new experience for my wife and I and it took place in perfect weather under cloudless skies.

I recommend this excursion for anyone and if I ever get the chance I would do it again.
Written 7 September 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you, it was a pleasure to be able to give you a great first sail, hope we get to do it again! Diane
Written 10 September 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

SecretLake
New York City, NY12 contributions
5.0 of 5 bubbles
Aug 2019
We spent an afternoon in August with Captain Diane on Wing and had a wonderful time. Diane was generous in providing us with informative and friendly. Sailing on Wing gave us a chance to see the Islands from a different perspective and have even more appreciation for their history and beauty. We felt that we were in good hands and would definitely go back out with her again.
Written 7 September 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks for your kind words, glad to have you aboard!
Written 10 September 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Tim C
Austin, TX6 contributions
5.0 of 5 bubbles
Aug 2019
The three hour sunset cruise was a relaxing way to spend our evening. Captain Diane was very knowledgeable about the Island; friendly and enjoyable.
Written 29 August 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for sailing with me!
Written 30 August 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Sevi
5 contributions
5.0 of 5 bubbles
Jul 2019 • Couples
Captain Diane is a treasure. She has an incredible knowledge of her boat and the waters around Martha’s Vineyard. We had a beautiful sunset sail capped with a bottle of Champagne that we brought along. Next time we go to MV we will definitely have another sail with Captain Diane!
Written 18 August 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
thanks for the nice review, it was great to have you aboard!
Written 19 August 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Reginald W
New Orleans, LA4 contributions
5.0 of 5 bubbles
Jul 2019 • Couples
This was a great experience. It was very fun and affordable. However, if you book like me you’re going to need a little luck in order to enjoy it to the fullest. I booked last minute, in fact the day of with a part of 2; however, we were paired with another great couple and the conversation flowed naturally and we had a great time. (Very Lucky). In order to sail, it requires a s minimum of 4 people. The seating is very cozy, so either you have to book the entire vessel yourself or hope you get lucky like I did. You don’t want to be that close to other people that aren’t friendly.

Ms. Diane is a sweet and knowledgeable Captain. She knew the coast line very well and she teaches you about sailing while you’re out. She will even allow you to assist with raising and lowering the sail. Ms. Diane will share everything with you from local wildlife to celebrity houses on the tour.

The sunset on the water is enchanting. I’d definitely come back and sail with Captain Diane again.
Written 21 July 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
thank you for your nice comments, it was great having you aboard and I am glad you and the other couple got to meet. I can’t believe “you all” had New Orleans connections. Small world!
Written 23 July 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Rose_E_Brown
Gilbertsville, PA5 contributions
5.0 of 5 bubbles
Jul 2019 • Couples
The captain was great! We were celebrating our anniversary and she really went above and beyond to accommodate us. She taught us a lot about the island and sailing and even let us help out! We honestly couldn’t have asked for a better experience. I recommend this to everyone!
Written 15 July 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Rusty B
Philadelphia, PA69 contributions
4.0 of 5 bubbles
Jul 2019 • Friends
It was an absolutely lovely day sailing with Diane. I would highly recommend a half day sail with Diane. Although it’s a 26ft sailboat and can accommodate 6, I would not recommend more than 4 tops. There were two of us in addition to Diane. In my opinion, any more than 3 people would be quite cramped.
Written 9 July 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Tim M
Cape Cod, MA2 contributions
5.0 of 5 bubbles
Sept 2018 • Couples
Diana is a rock star we had well deserved w hour sail on Saturday September 15 with
Family learned a lot about about Island
We will be back as soon as she gets back in May also taught me about sailing Jargon

Thankful
Tim
Written 16 September 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Wow! Rock star! THanks!! And thanks for the restaurant recommendation... Will try it soon,
Written 17 September 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Mary Ann L
3 contributions
5.0 of 5 bubbles
Sept 2018 • Couples
This was our third trip with Wing and each one was very different and fun. We enjoyed spending time sailing on an overcast day - the boat sails beautifully and Captain Diane makes sure that everyone has a good experience. Highly recommended.
Written 13 September 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you, Mary Ann.. I would like every sail to be sunny and sparkling, but sometimes the weather doesn't cooperate. I am glad you wanted to sail in the haze (and fog!), it made the sail very different and peaceful. I hope next year Dan can get his sailing fix again!
Written 15 September 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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SAIL AWAY ON WING - PRIVATE TRIPS (West Tisbury) - All You Need to Know BEFORE You Go