St John & Surrounding Cays - Full-day Sail/snorkel, 6 Guests Max

Perfect day. Our captain Kendal was accommodating and very informative. He was able to maneuver thru tight areas with just his sails out. So impressive. Snorkeling and lunch was better than expected. I would recommend this to anyone looking for an off the beaten path sail. Just 6 guest and captain.

Kendall was an amazing captain! We had such a wonderful experience and loved getting to explore unique snorkeling spots that were only accessible by boat. He was incredibly knowledgeable about the area, made sure everyone felt safe and comfortable, and helped make the entire experience unforgettable. We couldn’t have asked for a better captain and highly recommend him to anyone looking for an incredible snorkeling adventure!

Our trip was nothing short of fabulous! Kendall was amazing from start to finish. He was a wonderful captain, took us to more secluded places to snorkel, cooked us a delicious lunch right on the boat and made sure we stopped at the best spots to see the beautiful marine life underwater! He was so knowledgeable about the island, sailing, and the history with each island. Thank you for an unforgettable experience! Would highly recommend!

My wife and I booked this tour. Captain Kendall was courteous, very knowledgeable and did everything to make this a truly wonderful tour of the small islands around St. Thomas and St. John. Sailing boat is a 40 foot, very comfortable for the maximum number of guests in the tour. Weather was perfect and we hit some super nice spots where we were able to get into the ocean to swim (other guests snorkeled) and then continue sailing to the next spot. Great drink options thru out and lunch was very tasty and healthy. All in all, the tour takes about 7 hours from start to finish at the marina and it’s totally worth it. Highly recommendable.

Kendall was wonderful! Very friendly, knowledgeable, and safety conscious. He knew the best snorkel sites, gauged the sea conditions well and helped with snorkel equipment. The gear was in great shape - like new. Lunch was delicious grilled chicken and homemade pasta salad. Very relaxing, enjoyable boat day!

Highly recommend if you are looking for a laid-back vibe with an experienced captain (who also happens to be a pretty good chef and a killer bartender!). Kendall made sure all the bases were covered: safety, comfort, fun. Good music, great info about the islands. Snorkeling at our leisure, seeing all types of marine life and exploring around a ship wreck. Relaxing ride on the way back, for a memorable day that ended way too soon.

Loved visiting with Captain Kendall , his day sailing is was an absolute amazing trip. I wouldn’t sale it any other way. Thank you from Hawkins TX. We had taken sail trip before this one and it wasn’t anything compared to Captain Kendall’s adventure. Kendall should start is own sailing company/trips and make it his own style like he’s doing for the current charter DaySailingtrip.com . Hope to return and visit this young energetic captain. Who has before outperformed most every captain on the water there. Kendall's sailing is truly amazing. He sailed around yachts with wind, no power and never even thought twice. He’s well skilled, well knowledge an he knows what he’s doing. You and the family will have a great adventure. People If you’re going to get drunk, bring your own booze or stay at home. Yes, Kendall does an excellent job serving his customers, this trip isn’t for alcoholics.

It was a gorgeous day! Kendal was a great captain and guide. We loved being out on the water. We also appreciate that Tommy (the owner) was able to accomodate our dietary restrictions. I would highly recommend the tour.

Had a great time on this boat tour in St. Thomas! Kendall was knowledgeable about the area and where to go. The trip was a great, though we wish we could have squeezed in one more snorkel spot. Two small suggestions: sharing the food menu beforehand and adding an extra hand for drinks would make it perfect. Overall, we loved it and would book again

Great day snorkeling! Kendal was awesome and not only brought us to awesome spots, but providing a wealth of history and information about the area. The lunch was delicious and perfect after snorkeling. Overall great experience, and highly recommend.

Our family booked this trip as a cruise excursion during our port stop in St. Thomas. We could not have been happier with our experience. It was great to get away from the crowds of the cruise ship and have a private day with our family of six. Our host/captain of the sailboat, Kendal was fantastic! He was very easy to talk to, gave us a lot of information about the area, chose great areas for snorkeling, and served as a delicious lunch cooked right on the boat. The day was very laid back and everyone had a lot of fun. We were able to see a lot of sea life including stingrays, many kinds of fish, and (our favorite) sea turtles! It was definitely a highlight of our vacation!

Our trip was magnificent! Capt Kendall could not Have been better. Highly recommend. We had The best time wished it would have been longer. Thank you !

Captain Kendall was awesome. Very knowledgeable in the history of all the Virgin islands. Took us to great spots to snorkle where it was just our group or minimal people. Lunch was awesome and drinks were flowing. Perfect day!

WOWWWWW! What an amazing adventure!!! Captain Kendall (sorry if i misspelled it 🤣) was ABSOLUTELY AMAZING! So full of knowledge of all the surrounding islands & history & made us laugh the entire time. This was our first trip on a sailboat & with only 3 couples in total it was even better. He cooked us an amazing lunch & served tasty cocktails in between snorkeling sessions. He is what made the trip memorable. The trip is far worth every dollar and definitely worth it. The hospitality was on point. We will definitely be doing this every time we come back.

Had a great time with Addison as our captain. He was very knowledgeable of the area. Thoroughly enjoyed my time.

We had a wonderful experience with Kendall. He was very knowledgeable and we were very impressed by his navigating skills. I was not feeling great that day and he was very empathetic and attentive.

Our captain, Cook, bartender, island historian Kendall was professional, friendly, and a great host. Definitely would highly recommend this excursion when visiting St. Thomas.

This was by far one of the best excursions we have ever been on. Kendall customized it based on guest preferences, was a wealth of knowledge regarding the area and fixed a great lunch. If ever back in the area we would definitely do this again.

We had an amazing time snorkeling at Little St. James and Christmas Cove. Darren was a great captain! He was very attentive and made sure that we all had a great time. We got to see lots of cool fish and multiple sea turtles!

Great expierence, we saw a lot snorkling and the captain was very good with the boat. The dock was easy to get to from the parking lot.

Captain Kendall is awesome. Quick with a story, happy to be there, and does a great job balancing captain duties with crew duties. He takes you to less populated snorkeling sites with opportunities to see more interesting and vibrate sea life. His sailing experience makes being under sail power look like a breeze.

Relaxing sailing experience with personal attention. The small group size made it especially enjoyable. Captain Kendall was very knowledgeable, attentive and competent. He took us to some very special snorkeling spots and had a thorough knowledge of the area. I would highly recommend this trip.

Tommy was AMAZING, from captain to chef to bartender. This guy did it all! Had a great time

My favorite excursion ! As we boarded, Captain Kendall extended a warm welcome. The small group of six made for an ideal day- long sailing. Our first stop Lovango Bay, where we enjoyed fantastic snorkeling in crystal clear water full of colorful fish, such as yellowtail snapper, angelfish, needle nose, and parrotfish- someone saw a shark. As we sailed around the cays, Captain Kendall shared stories about the history of the islands and pointed out landmarks. Our next stop, Scott’s Bay, offered another excellent snorkeling experience. I spotted several stingrays and either a puffer or porcupine fish along with plenty of other colorful fish. Lunch consisted of grilled chicken and pasta salad and my very first, second … painkiller cocktail, which was delicious! 😋 It was a great day with fun people!

Captain Kendall made the trip so much fun! While sailing to the snorkeling sites he gave us a great history lesson on St Thomas.. I wish he had been my HS history teacher! The spots we went to were not crowded and offered some beautiful snorkeling 😊. He got us on & off safely & explained everything he was doing while sailing! Us landlubbers sincerely appreciated his expertise! He shared some lessons cal sights of interest and some environmental knowledge with us. He was good humored, entertaining and also a great chef & bartender while being a great & knowledgeable sailboat captain. Thank you for a wonderful experience!

⭐️⭐️⭐️⭐️⭐️ This was one of the best excursions of our trip! St. John is absolutely stunning, and this sailing trip let us enjoy it in the best possible way. Addison was an incredible captain — and somehow also the deckhand, cook, and bartender all in one! He was friendly, capable, and made the entire day feel effortless and fun. We especially loved that there were only six people on the boat. It made for such a relaxed, personal experience instead of feeling crowded or touristy. Another huge plus: we truly sailed the entire time. So many “sailing” trips end up using the motor most of the day, but this was the real thing, and it was fantastic. We stopped at three beautiful coves around St. John, each more gorgeous than the last. One highlight was swimming up to Honeymoon Beach — such a fun experience. The water was crystal clear and absolutely breathtaking. Highly recommend this excursion if you want a smaller, authentic, relaxing day on the water!

Our boat Captain Addison was amazing. He sailed expertly all while serving as the bartender, chef and activities director! He is a one man show! He took us to some amazing spots for snorkeling. We saw turtles, stingrays, squid and many colorful fish along the reef. It was an amazing day!

Captain Addison was great! He sailed us around expertly as well as being the bartender, chef and activities director. He took us to two different sites for excellent snorkeling- we saw turtles, stingrays, squid and so many colorful fish! It was an amazing day on the water.

Wonderful day with family sailing snorkeling and laughing. Darrin was an excellent captain - so personable and we immediately felt welcome and comfortable

We enjoyed a perfect day sailing. Kendall was very knowledgeable about the area, including its history, culture, and current events. He is also a very accomplished sailor (only using the motor to leave the marina). We snorkeled in two beautiful cays that were not crowded. The lunch and beverages were delicious!

Kendall was our captain. He is experienced in sailing and didn’t need to use the motor. It was amazing to watch him zip in and out of the bay using only the sail. We had a nice quiet( without the motor) relaxing day. Snorkel twice and saw plenty of fish and turtles and a ray. Shade on the boat was perfect for those of us who were more sensitive to sun exposure and could enjoy the ocean breeze without being inside.

We had the most wonderful day! There were only 4 of us on the boat. Our captain, Darren, was awesome! Great conversation, wonderful food and drinks, and beautiful snorkeling spots! If u are looking for a more intimate boating excursion, I highly recommend!!! 🩵💙🩵💙

Beautiful day sailing and snorkeling in fantastic areas with Captain Kendal taking great care of the group of 5. Delicious lunch, snorkel equipment worked great. Loved it all!

Captain Kendall was great. He has so much knowledge about the region and so many entertaining stories. He is also clearly a highly skilled sailor. He also interacted with our son with Down Syndrome beautifully. It was such a relaxing day of snorkeling and sailing. Great start to our vacation.

Beautiful day out on the water

What an excellent way to enjoy the beauty of the water around St Thomas. Our captain, Darren, had the perfect blend of knowledge and history coupled with a friendly personality. The boat ride was wonderful and the snorkeling stops were fantastic. I really enjoyed the more personal experience only having 6 guests total- it made the day so much more enjoyable. Our snorkeling stops were not crowded, and we were able to see turtles, stingrays, and a multitude of fish. The lunch was really good as were all the beverages offered. I highly recommend this sailing day if you are in St Thomas.

Captain Kendall was a very knowledgeable captain and made our day very enjoyable. His knowledge of the area and the snorkeling spots he took us were very nice. I would definitely rebook with him next time we are in St. Thomas

We had an amazing day on the water with Captain Tommy. He did a wonderful job sailing the boat, cooking us a delicious lunch, and taking us to the best snorkel spots. We saw turtles, rays, squid, all kinds of tropical fish, and so much other sea life—don’t forget your underwater camera! We snorkeled around St. John, Great St. James, and St. Thomas. Along the way, Tommy pointed out landmarks and shared interesting history about the islands, which made the trip even more special. It can get a bit windy and chilly when sailing from one bay to another, so bring a towel, a cover-up, and definitely plenty of sunscreen. This small-group excursion is absolutely worth the extra cost. We did two excursions—this one and a large-group 3-hour snorkel—and next time we’ll skip the cheaper, more crowded option (about 90 people vs. 6). This small-group experience was far better in every way. This is a must-do adventure if you like to sail and snorkel.

Captain Kendall was very knowledgeable on all areas. Told us a lot about the area. Sailed that rig all by himself and did amazing. This is not a motoring tour, you actually sail. Went to beutiful areas to snorkel seen a lot of coral, fish, a shark ray, turtles. Had a great meal while in a bay and plenty of great drinks. Highly recommended!!!!

We had a wonderful time. The Captain was a great guy who worked his tail off to make sure we all enjoyed the trip. Would highly recommend to anyone wanting a privatesemiprivate snorkeling adventure. Smaller sailing vessel so no big crowds.

On the positive side, the Caption (Darrell) was super. Highly skilled, knowledgeable and very engaging. We would sail with him in a heartbeat. On the negative side (and why this review is not as good as it should be), the experience, marketed as “comfort cruise” suffered from no cushions. We sat or reclined on hard fiberglass seats - this is unacceptable. Furthermore, snorkeling was included but no towels were provided. After some in our party snorkeled at the first moorage, drip -drying in the chilly breeze dissuaded them from going again. The lack of towels is totally unacceptable.

The trip was great but was advertised wrong. Stated there would be snacks but none provided.

We had so much fun! Captain Kendall was a wealth of knowledge and a blast!! Highly recommend sailing with them!

I had a great day out on the water! Captain Kendall is a very skilled sailor and kept us entertained with stories about the islands. He’s a really hard worker who made sure that everyone was having a great time.

We had a great day with Captain Kendall! He is incredibly knowledgeable about the area and sailing. We loved that the groups max out at 6, and were so grateful about that every time we saw some of the other chartered groups during our trip. Went to some beautiful spots for snorkeling and lunch! We booked directly through their website and everything was very smooth.

Sailing was very nice. Fun trip with great places to snorkel, away from the crowds in nice secluded areas. Saw turtles, plenty of various fishes and some nice coral.

Great experience. Darin was great. We all had fun. Relaxing, good snorkeling, good lunch prepared by Darin. First class operation.

We had an absolutely amazing sailboat excursion in St. Thomas! The captain was outstanding—professional, friendly, and made the entire trip feel effortless. The drinks were great, the lunch was delicious, and the whole day was incredibly relaxing from start to finish. Snorkeling was a highlight with crystal-clear water and plenty to see, and the captain made sure everyone felt comfortable and had a great time. Truly the perfect day on the water. Highly recommend! 🌴⛵️✨

Thank you Capt. Darrin!!! We had a great time on Miss France Anne for our first true sailboat experience. We went with one other couple and the deck had enough space for us all to sit out. The price was perfect for the day trip out on the water for 6 hours! The capt cooked a fantastic meal - grilled chicken and pasta salad. We had one other woman with us who was vegan and they were very accommodating! The rum & cokes were also delicious. We even got to swim with a couple of sting rays and turtles!