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.
The latest reviews. The lowest prices. The perfect place to shop for hotels.
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: 160 East Calle Apolonia Gittings | Vieques, 00765, Puerto Rico
Phone Number:
+1 787-930-5610
Website
Description:

Caribbbean Lady Charters offers private year around day sailing in Vieques,...

Caribbbean Lady Charters offers private year around day sailing in Vieques, PR.Aboard the 47 foot"Lady"your cruise includes snorkeling,snacks,beverages and an all you can eat sandwich buffet,plus a homemade desert. Daily departures are from the fisherman's dock on the southside of Vieques in Esperanza at 10 AM for groups of 2 to 8. See our Web site for reservations and more information.

read more

TripAdvisor Reviewer Highlights

Read all 17 reviews
Visitor rating
  • 14
    Excellent
  • 0
    Very good
  • 0
    Average
  • 1
    Poor
  • 2
    Terrible
Sailing La Nena

It was our first sailing trip,a surprise for my wife birthday. Glenn and Christina the owners exceed by far my expectation . They are super friendly, the food excellent . We feel... read more

5 of 5 bubblesReviewed 17 August 2016
Julio Z
Add Photo Write a Review

17 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
Showing 17: English reviews
Level Contributor
15 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 17 August 2016

It was our first sailing trip,a surprise for my wife birthday. Glenn and Christina the owners exceed by far my expectation . They are super friendly, the food excellent . We feel very secure with Glenn when he take us to the Lemon Reef. Amazing sites of Vieques. Recommended without any hesitation . Ann the mothproof Christina make a surprise... More 

Helpful?
1 Thank Julio Z
North Carolina
Level Contributor
19 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
2 of 5 bubbles Reviewed 5 January 2016

This was not the sailing experience I had hoped for at all. We motored the whole time and only had the jib sail up for a short time. The main sail was never put up. The people were friendly and food was good. The snorkeling was fun. This is a snorkeling trip and not a sailing trip.

Helpful?
Thank ManOntheroadForever
CaribbeanLadySaling, Owner at Caribbean Lady Charters, responded to this review

We can only sail the wind we don't make it or control the direction More 

Kansas City, Missouri
Level Contributor
2 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 31 December 2015

We had a wonderful time on the Caribbean Lady, Tom and Ann were so nice to visit with and were so nice to our kids. We had one son who was extremely nervous about being on the boat and they were nice enough to let us reschedule to a calmer weather day. Tom talked dinosaurs and science with my nervous... More 

Helpful?
1 Thank meyakcmo
Steamboat Springs
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 20 April 2014

What a glorious day we had on the Caribbean Lady III with Captain Tom, Ann, and Christina. Chartering the boat for a full day, we sailed to Blue Beach and beyond. Tom filled us in with the history of Vieques as we traveled down the coast, where we eventually stopped for a great snorkeling extravaganza. We were delighted with the... More 

Helpful?
2 Thank Maggie G
Monticello, Minnesota
1 review
common_n_attraction_reviews_1bd8 4 helpful votes
1 of 5 bubbles Reviewed 3 April 2014 via mobile

My family and I booked a trip on the sail boat and we maybe only sailed for 20 minutes out of the whole day. We had to drive around the bay that we were suppose to snorkeo in for 45 minutes until they could get the anchor down. When we were finally anchored the snorkeling was average at best. Ate... More 

Helpful?
4 Thank kodajoss
Montpelier
1 review
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 13 March 2014

My family and I spent a day with Capt. Tom and Capt. Sukey on the Caribbean Lady and had a wonderful time. They took us to a beautiful snorkeling spot and we were able to spend a long, leisurely time exploring the underwater beauty. Food was plentiful and tasty and they easily accommodated my need for dairy free food including... More 

Helpful?
3 Thank LMC125
Ny
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 8 helpful votes
1 of 5 bubbles Reviewed 4 March 2014

This was a horrible experience. Instead of the peace and quiet one would expect on a sailboat all you could hear was a terrible static from the auto helm. It was like tuning your radio to pure static and turning the volume to max. When we asked what it was the answer was the auto helm. I would have expected... More 

Helpful?
3 Thank Michael M
Asheville, North Carolina
Level Contributor
56 reviews
17 attraction reviews
common_n_attraction_reviews_1bd8 27 helpful votes
5 of 5 bubbles Reviewed 6 February 2014

Have been coming to this lovely island for 15 years. Finally found a boat that allowed us to see the coast from the sea, snorkel, and enjoy good food, drink and lively conversation. The Caribbean Lady is a very nice, clean, we'll-equipped boat with a gracious and considerate hosts. Best of all, Captain Tom knows these waters and weather conditions.... More 

Helpful?
2 Thank Charlie R
Ann Tom M, Owner at Caribbean Lady Charters, responded to this review

Thank you, Charley, for your beautiful description of a day aboard with Caribbean Lady Sailing Charters. It is our goal to have our clients enjoy the beautiful scenery, spend a full day in the pristine waters on the south side of Vieques, PR, relax and enjoy every moment!!! Chef Ann goes out of her way to provide the freshest seasonal... More 

Miami, Florida, Usa
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 14 December 2013

This was our first trip without the kids and we wanted to do something fun. I am not used to being pampered like this plus the weather was great.The boat was spotless on the inside and out (well at least when we left) Super nice lunch wit a glass of wine,Dinghy ride to the most incredible beach ever and we... More 

Helpful?
2 Thank Martin K
CaribbeanLadySaling, Captain at Caribbean Lady Charters, responded to this review

It was great having you and your wife on board I love sharing Vieques with nice folk like yourselves. Capn Tom More 

Miami, Florida, Usa
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 13 December 2013

What a fantastic experience we had onboard the Caribbean Lady. Everything was perfect, the weather, the water conditions, the boat was very well equipped and provisioned, so much food, and prepared very deliciously. Be sure to bring snorkeling gear so you can enjoy the gorgeous blue water and reefs.

Helpful?
2 Thank Jim G

Travellers who viewed Caribbean Lady Charters also viewed

Isla de Vieques, Puerto Rico
Isla de Vieques, Puerto Rico
 

Been to Caribbean Lady Charters? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Questions? Get answers from Caribbean Lady Charters staff and past visitors.
Posting guidelines
Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?