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.

Vieques Classic Charter - Tours

Esperanza, Puerto Rico
+1 787-467-3447
Review Highlights
Beautiful afternoon on the Shalamar a highlight of our trip to Puerto Rico

Our 4 hour day sail on the Shalamar was delightful. I learned of Vieques Classic Charter through an... read more

Reviewed 14 August 2017
Olivia S
Amazing sailing experience

Captain Sebastian and first mate Paul made this day in Vieques one to remember. My girlfriend and I... read more

Reviewed 17 July 2017
Dallas, Texas
via mobile
Read all 203 reviews
Sponsored by:
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Sponsored by:
Sail on a Classic Wooden Sailboat built in 1941 with highly experienced Captain Sebastian and sailing crew. Sail and swim off the boat in Vieques crystal, turquoise waters.Your charter Includes snorkelling and sightseeing as well as fresh catered meal and drinks. See Vieques from a different view while sailing on a yacht that is part of Sailing History.
  • Excellent99%
  • Very good1%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“rum punch” (28 reviews)
Esperanza, Puerto Rico
+1 787-467-3447
Write a Review
Reviews (203)
Traveller rating
Traveller type
Time of year

1 - 10 of 203 reviews

Reviewed 14 August 2017

Our 4 hour day sail on the Shalamar was delightful. I learned of Vieques Classic Charter through an online article on Harpers Bazaar, detailing an editor's stylish trip to Vieques, and if you're looking for photogenic, it doesn't get much better than a sail on...More

1  Thank Olivia S
Reviewed 17 July 2017 via mobile

Captain Sebastian and first mate Paul made this day in Vieques one to remember. My girlfriend and I were welcomed onto the beautiful wooden sail boat Shalamar as the only 2 guests for the day. Sebastian and Paul made us feel welcome, at home, and...More

Thank alexcohen02
Reviewed 6 July 2017

When the weather canceled our original sail we were concerned it wouldn't happen but Captain Sebastian is a true pro and stayed in constant contact with us to make sure it did. And we are so glad it did. From the moment you meet Sebastian...More

Thank Aaron T
Reviewed 28 June 2017

This was the first time I have taken a half-day sailing charter, and Captain Sebastian and Paul have set the bar incredibly high. It was an amazing time, and when I next find myself on Vieques seeking out Captain Sebastian for a charter will definitely...More

Thank Brian H
Reviewed 25 June 2017

Captain Sebastian and Paul created a fantastic day for my fiancee and I! Every part of the experience exceeded our expectations. We were greeted at the dock by Sebastian and from that moment on the fun and adventure didn't stop. Sebastian and Paul have not...More

Thank Kelly W
Reviewed 25 June 2017

Sailing with Sebastian and Paul set a new bar for sailing charters. My wife Alexandra and I had a superb time aboard Shalamar, a lovely classic yacht with lots of history behind her. The entire experience, the sailing, conversation, snorkeling, lunch and rum punch were...More

Thank Matthew Z
Yawl41, Owner at Vieques Classic Charter - Tours, responded to this reviewResponded 27 June 2017

Wow! What a great review! Thank you both so much!

Reviewed 11 June 2017

Just returned from a 7 day trip to Vieques with 5 of my friends and wanted to experience sailing since it would be a new activity for all of us (we're from St. Louis, MO). We sailed with Sebastian and Paul on our second day...More

Thank Maggie F
A TripAdvisor Member
Reviewed 11 June 2017 via mobile

Captain Sebastian and First Mate Paul were an absolute delight! This was an incredible experience I will never forget. If you go to Vieques you would be remiss not to go. I seriously can not say enough about this wonderful experience.

Thank A TripAdvisor Member
Reviewed 2 April 2017

Captain Sebastian and first mate Chase are a dynamic duo! Our family did a morning cruise from like 10-2. Sebastian's hospitality and accent are to die for! The conversation was great as both guys are down to earth, genuine, and you feel right at home....More

Thank 2benzn1
Reviewed 30 March 2017

This was a surprise birthday trip for my wife and from the moment we met Sebastian at the pier in Esperanza I new it was going to be fantastic. After a short dinghy ride to the Shalamar we met Paul the First mate. Paul was...More

Thank brian c
Sponsored by:
Nearby Restaurants
El Quenepo
931 reviews
.42 km away
772 reviews
.43 km away
El Blok Restaurant
206 reviews
.46 km away
Cositas Ricas
27 reviews
1.11 km away
Nearby Attractions
Marauder Sailing Charters - Private Tours
243 reviews
.35 km away
215 reviews
.42 km away
Vieques Adventure Company
399 reviews
1.01 km away
Ask a question
Questions & Answers
10 January 2017|
Response from Yawl41 |
Hi, I currently have availability for 17th and would be delighted to take you both sailing then. The cost $150 per person. If you would like to confirm your sail you can pay via my web site and I will then write with details... More
18 October 2015|
AnswerShow all 2 answers
Response from Yawl41 |
Firstly, Congratulations on achieving such a noble anniversary! Unfortunately I have no availability for the dates you on the island.