We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Save
Share

Sail Away On Wing - Private Trips
Booking unavailable on TripAdvisor

Want other options you can book now?
37
All photos (37)
Full view
Traveler Overview
  • Excellent96%
  • Very good2%
  • Average0%
  • Poor0%
  • Terrible2%
Travelers talk about
“captain diane”(11 reviews)
“look forward”(2 reviews)
“wheel”(4 reviews)
About
Local Weather
Powered by Weather Underground
56°
37°
Oct
47°
31°
Nov
39°
24°
Dec
Contact
Lake Tashmoo, West Tisbury, Martha's Vineyard, MA 02575
Website
+1 508-361-0484
Call
Reviews (43)
Filter reviews
43 results
Traveler rating
41
1
0
0
1
Traveler type
Time of year
LanguageEnglish
41
1
0
0
1
Show reviews that mention
All reviews captain diane look forward wheel boat information mv summer crew island
FilterEnglish
Updating list...
1 - 10 of 43 reviews
Reviewed 4 weeks ago via mobile

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

Thank Tim M
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded 4 weeks ago

Wow! Rock star! THanks!! And thanks for the restaurant recommendation... Will try it soon,

Reviewed September 13, 2018

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.More

Thank Mary Ann L
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded 4 weeks ago

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...More

Reviewed August 26, 2018

I have been visiting the vineyard for years and had never made it on the water except for the steamship trip over and back. A sail on Diane's boat is a treat. It is a comfortable boat and she shared information and history about the...More

Thank Mel02138
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded August 27, 2018

Thank you,Mel. I really enjoyed you and your boat-y friends and the stimulating questions they asked about sailing a Nonsuch catboat!

Reviewed August 24, 2018

We had a great time: Easy going sunset cruise suitable for all ages. Diane was punctual, helpful, and very welcoming.

Thank Avi N
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded August 27, 2018

Thank you, Avi, it was my pleasure to have you and your lovely family aboard.

Reviewed August 12, 2018

We celebrated my birthday on the boat. Diane is professional, easy to communicate with, and a wonderful captain. It was particularly meaningful to have my six year old daughter watch a woman sail -- not a common sight on the Vineyard! This was our second...More

Thank 203rachels123
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded August 14, 2018

Thank you for your kind review, I am honored that you chose Wing for your birthday present!

Reviewed August 8, 2018 via mobile

We had a beautiful sunset sail with Captain Diane. She was knowledgeable and easy to talk to. We had a peaceful and beautiful sail with our teenage son and daughter who absolutely loved it! Thanks Diane

Thank Annie D
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded August 11, 2018

Thank you! I had fun sharing Vineyard Sound with you!

Reviewed July 28, 2018 via mobile

Would highly recommend this for anyone traveling to MV! Diane was a great captain who was so knowledgeable and taught us so much about sailing! She even let us steer the boat! This was the highlight of our trip and we could not have asked...More

Thank Melanie F
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded July 29, 2018

Thank you for your great review, it was a pleasure to give you your first sailboat experience!

Reviewed July 25, 2018

Captain Diane is amazing! She is calm cool and collected as she explains everything she is doing. We even had the opportunity to help raise the sail and stear the vessel. All before watching an amazing sunset. A must if visiting MV Thanks Captain Diane.

Thank dhkrebs2018
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded July 26, 2018

Thank you for your kind review, and I was happy that Jen's first time on the boat was a good one! Hope you got good pictures of her at the wheel!

Reviewed May 27, 2018

Last summer my husband and I had the pleasure of sailing on Wing with Captain Diane. We had beautiful weather (not super windy, but we didn't mind). We booked a private charter and really enjoyed it. She is very knowledgeable and answers any questions you...More

Thank mgravander
mvsailingcharters, Owner at Sail Away On Wing - Private Trips, responded to this reviewResponded June 2, 2018

Thank you for your great review... looking forward to seeing you soon.

Reviewed August 5, 2017

We had the opportunity to sail aboard the Wing; 2 native islanders, 1 long-time wash-ashore, and 2 kids age 9 and 2. What an amazing experience! We learned things we never knew about this little island we call home and our daughter even got to...More

Thank bvsmiles
View more reviews
Nearby
Nearby HotelsSee all 11 nearby hotels
Mansion House
855 reviews
.83 miles away
Vineyard Harbor Motel
146 reviews
1.04 miles away
Summercamp Hotel
218 reviews
2.93 miles away
Nashua House Hotel
389 reviews
3.09 miles away
Nearby RestaurantsSee all 201 nearby restaurants
Little House Cafe
169 reviews
.84 miles away
Waterside Market
208 reviews
.76 miles away
Tisberry
23 reviews
.81 miles away
Copper Wok
318 reviews
.82 miles away
Nearby AttractionsSee all 198 nearby attractions
West Chop Lighthouse
49 reviews
.96 miles away
Vineyard Haven Public Library
23 reviews
.66 miles away
Martha's Vineyard Playhouse
12 reviews
.74 miles away
Questions & Answers
Ask a question
pmueller2016
June 17, 2016|
Answer
Response from mvsailingcharters | Property representative |
Hi, thank you for your inquiry, However the evening cruse for July 12th is already booked (!) There is good availability the days around that, however. You can check my website, there is a booking button and it will bring... More
0
Votes
jja1125
July 18, 2015|
Answer
Response from mvsailingcharters | Property representative |
Hi, we have spoken on phone. I am not able to accommodate 10, so sorry, please try Alabama.
0
Votes