Sail The Vineyard
Sail The Vineyard
5
10:00 AM - 8:00 PM
Monday
10:00 AM - 8:00 PM
Tuesday
10:00 AM - 8:00 PM
Wednesday
10:00 AM - 8:00 PM
Thursday
10:00 AM - 8:00 PM
Friday
10:00 AM - 8:00 PM
Saturday
10:00 AM - 8:00 PM
Sunday
10:00 AM - 8:00 PM
Full view
About
Experience Martha's Vineyard sailing aboard our sleek, classic sailboat with our crew and Captain Wendy, a USCG Master Mariner, RYA Yachtmaster Offshore & ASA-Certified Sailing Instructor. Exploring the beauty & history of the area by sea is the perfect adventure for your Vineyard vacation. The picturesque coastline of lighthouses, historic homes, and beautiful beaches are just a few of the beloved sights of the area. Sail aboard Phoenix with us!
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Most Recent: Reviews ordered by most recent publish date in descending order.
Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.
Popular mentions
5.0
128 reviews
Excellent
127
Very good
1
Average
0
Poor
0
Terrible
0
karen m
Seville, OH4 contributions
Jan 2025 • Friends
We sailed with Captain Wendy to the British Virgin Islands. She orchestrated the trip to fit our needs and took care of all details such as menus for the week, all taxi and shore excursions booked, as well as the mooring balls to each cove, and restaurant reservations. The catamaran was stocked and ready to sail when we arrived. Absolutely a time of our lives. She was patient with us in teaching us to sail if we were inclined to do so. Not only was this trip memorable with beautiful scenery, we gained a lifelong friend with Wendy! Would recommend this for anyone. We are planning to visit her day cruise at Martha's vineyard and also a possible Tahiti cat with her in the future.
Written January 29, 2025
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.
Denise O
1 contribution
Sept 2024 • Friends
Fabulous sail with Captain Wendy! She picked us up at the doc right on time, and was friendly and accommodating right from the start. She made sure we were safely installed on the dinghy and then helped us get onto the boat. Captain Wendy made sure we understood all sailing regulations, then made us comfortable as we got underway. The views from the front of the boat were exceptional and the sunset with the tall boats was amazing! She gave us a great history of the 2 tall ships and the local area. She checked on us throughout the sail and was warm, friendly and professional. We really enjoy our two hour sail and highly recommend it to all. We were an a girls weekend and loved having a female captain of the ship!
Written September 14, 2024
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.
Ann W
1 contribution
Jan 2025 • Friends
Trip of a lifetime with no detail left unturned!! Very thoughtfully planned, Capt. Wendy not only handled every detail from excursions down to food and reservations, but she made our trip on a Catamaran in the British Virgin Islands, comfortable, safe and friendly. She took us to islands that were certainly a feast for our eyes to see!
Capt. Wendy is a friend for life! Hope to see her in the future for a cruise off of Martha’s Vineyard on her own sailing vessel!
I’d give her waaay more stars if they were there!
Capt. Wendy is a friend for life! Hope to see her in the future for a cruise off of Martha’s Vineyard on her own sailing vessel!
I’d give her waaay more stars if they were there!
Written January 30, 2025
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.
sarah g
Rutland, MA14 contributions
Aug 2024 • Family
Clean boat/excellent customer service! Did everything to make sure we were comfortable on our trip! Very friendly/Explained everything, very helpful, picked us up to take us to the boat where we were able to park within the harbor area. It was truly an enjoyable afternoon, and they were even able to provide a wonderful snack(well worth the charge)! My family and I are looking forward to our next sail with them!!
Written August 19, 2024
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.
Dawn B
New York City, NY10 contributions
Aug 2024 • Family
This was our 3rd time sailing with Wendy and she is amazing! Friendly , knowledgeable and so fun! We even got special treats from her. We also loved Dobby her crewmate - he took amazing family photos of us! We will definitely return again next year!
Written August 18, 2024
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.
Marianna C
11 contributions
Sept 2024 • Couples
Wendy was super knowledgeable, professional, fun and kind! We went out for a sunset cruise and it was incredibly peaceful. Her crew was also professional and sweet. Always fun to meet people with amazing stories and who love to share their passions with others.
Written September 11, 2024
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.
Jill S
Wellesley, MA15 contributions
Jun 2024 • Couples
We had an excellent 2hour harbor sail with Wendy. It was a very windy day but with her skills and the shelter of Vibeyatd Haven harbor, we were very safe. We even saw her demonstrate a skilled man overboard drill. Or more accurately, a hat overboard! Thanks for the sail, Wendy. We had a great time!
Written June 22, 2024
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.
Gordon K
grand rapids, United States2 contributions
Jun 2024 • Friends
We did a 4 hour cruise for my wife’s birthday along with another couple. We had a wonderful time and felt very safe even though it was windy and we were really moving. Capt Wendy went overboard with our lunch and a charcuterie board. We had champagne on board and she had frozen orange and pineapple cubes in the champagne. We could not have asked for a better day and a better Captain!
Written June 21, 2024
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.
Melanie R
1 contribution
Jul 2024 • Family
We had a fantastic time with Captain Wendy and First Mate Jim on our 4th of July fireworks / sunset cruise. They made our trip so fun and were happy to accommodate 3 high-energy boys! I highly recommend sailing with them!
Written July 25, 2024
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.
Vacation03617227755
4 contributions
Jun 2024 • Couples
Captain Wendy and Simone were so professional, knowledgeable and provided us a wonderfully fun experience! The food was outstanding, and prepared in such a beautiful and pretty manner! We lucked out as the weather was spectacular! Don’t hesitate to book with Captain Wendy!
Written June 21, 2024
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.
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