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St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

Recommended by 98% of travelers
Badge of Excellence
St Thomas, US Virgin Islands
Popular pick
Booked 10+ times last week!
  • 6 hours 30 minutes (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Clara_V ·
May 2026
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.
· Joselynn_S ·
Feb 2026
Darrin was an excellent and charismatic captain. He took us to the best spots to snorkel including ship wrecks and reefs full of abundant sea life (even sea turtles). The lunch provided was fresh and comparable to local restaurants quality! Was definitely a once and a life time experience and we will definitely be booking again in the future!!

Overview

Spend a day sailing and snorkeling with just five other passengers with this full-day sailing and snorkeling experience. You’ll set sail in the morning and head out to some of the USVI's prettiest spots for swimming and snorkeling, with a stop for lunch along the way. While locations may vary, the crew will do their best to ensure you beat the big cruise ship crowds.
  • Group sizes limited to six passengers for an intimate experience
  • An included lunch will be served
  • Alcohol and soft drinks are included
  • Snorkeling equipment will be provided

Sample Menu

Main

Grilled Chicken, grilled on board

Served with freshly prepared Pasta Salad and fresh fruit.

What's Included

  • Lunch
  • Alcoholic Beverages
  • Bottled water
  • Use of Snorkeling equipment
    Use of Snorkelling equipment
  • Soda/Pop

    Meeting and Pickup

    Meeting point

    • Sapphire Beach Marina
      6720 Smith Bay Rd, Smith Bay, St Thomas 00802, USVI

      We're located in Slip N-21 at Sapphire Beach Marina. The slip is located on the backside of the marina. If driving, we have ample free parking. If arriving by taxi, have the driver drop you at the Marina office. Proceed to slip N-21.

    End point

    This activity ends back at the meeting point.

    Operating hours
    .9:00 am

    What To Expect

    1

    Virgin Islands National Park

    2

    St. John

    3

    Maho Bay

    Additional Info

    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Service animals allowed
    • Near public transportation
    • No heart problems or other serious medical conditions
    • Most travelers can participate
    • Please be at the meeting location at least 15 minutes prior to the departure time. Time listed are departure times. If you miss the sailing there will be no refund.
    • If you are arriving by cruise ship, you must reach out directly to the tour operator with your ships name and port times! Not all times will work with our schedule. No refunds will be offered on the day of departure if your times don't fit with ours..
    • This tour/activity will have a maximum of 6 travelers

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Featured review

    Gail_F
    ⭐️⭐️⭐️⭐️⭐️ 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!

    Reviews

    4.9
    based on 687 reviews
    Total reviews and rating from Viator & Tripadvisor

    Great expierence, we saw...

    RichardCory_R, May 2026
    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.

    Floating with Style with a true sailor

    Scott_B, May 2026
    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...

    Clara_V, May 2026
    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.

    Great Snorkel Adventure!

    Donna_W, Apr 2026
    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!

    Perfect Day!

    Gail_F, Apr 2026
    ⭐️⭐️⭐️⭐️⭐️ 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!

    Best Day Ever!

    Carrie_H, Apr 2026
    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.

    Great day on a sail boat

    Hsiangfen_S, Apr 2026
    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.

    Such a wonderful day!

    Karen_K, Mar 2026
    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.

    Great day trip

    Kelly_G, Mar 2026
    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...

    Kimball_M, Mar 2026
    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.

    We had so much fun!...

    Mykayla_F, Mar 2026
    We had so much fun! Captain Kendall was a wealth of knowledge and a blast!! Highly recommend sailing with them!

    Darrin was an excellent...

    Joselynn_S, Feb 2026
    Darrin was an excellent and charismatic captain. He took us to the best spots to snorkel including ship wrecks and reefs full of abundant sea life (even sea turtles). The lunch provided was fresh and comparable to local restaurants quality! Was definitely a once and a life time experience and we will definitely be booking again in the future!!

    St Thomas sailing

    Don_S, Feb 2026
    Addison, the captain of the boat was awesome! Great at sailing the boat and very knowledgeable about the surroundings. Lunch was very good. And there was plenty of refreshments.

    Captain and crew were...

    Philip_S, Feb 2026
    Captain and crew were very knowledgeable about sailing and very experienced. They were also very knowledgeable about the surrounding area. Clear instructions on snorkeling.

    Sailing with the worldly Addison

    William_R, Jan 2026
    Addison was great to sail with. His knowledge of the area was superb. When rain came, he found a way to minimize the impact by changing our direction to a sunny area. Plus the wives found him great to look at.

    Great Trip Sailing & Snorkeling

    Cindy_K, Jan 2026
    Great day sailing and snorkeling. Our Captain was AWESOME! He was experienced, knowledgeable of the area and took us to some great reefs to snorkel. We loved the small group set up. We will do this exact excursion when we return.

    Our sweet Captain was...

    Tara_W, Jan 2026
    Our sweet Captain was very knowledgeable and a great cook! I definitely recommend this trip. Only 6 people. Captain was very versatile!

    Relaxing Sailing day

    Lisa_S, Jan 2026
    Small (6 people max) relaxing sailboat day. Our Captain, Addison, was fun and attentive. Very relaxing.and I would highly recommend booking through this company.

    Highly recommended trip

    A_M, Jan 2026
    Wonderful day sailing and snorkeling. Kendall was amazing. Food and pain killers perfection! Highly recommend!

    Blissful Tranquility

    Robert_M, Dec 2025
    Absolutely beautiful day out on the water and snorkeling! Addison it’s not only a wonderful captain, but a very good cook too! We had a blast… Thank you so much! We definitely will be back!

    Response from Host, Dec 2025

    Thank you so much for the review! Addison is a man of many talents, a great cook and sailor! So glad you all had a great time!

    Outstanding service

    Kelley_D, Dec 2025
    Captain Kendall was the ideal host for our family of 6 sailing adventure today in St Thomas. He took us to two good snorkeling spots where we saw turtles, rays, coral and lots of fish. We had an excellent lunch and great drinks on the boat. It was our daughter-in-laws first time snorkeling and she loved it. We will remember this adventure as a family forever. Thank you Captain Kendall!

    Wonderful snorkeling trip

    Deborah_L, Dec 2025
    Captain Kendall was the best. Perfect sailboat for our family of four, smooth and safe ride, and he knew a ton about St. Thomas and the nearby islands. We snorkeled three different spots and saw tons of fish, sea turtles, and stingrays. Bonus: great cocktails and a seriously delicious grilled chicken lunch. Highly recommend Kendall and this tour!

    Captain Kendall was...

    Natalie_D, Dec 2025
    Captain Kendall was great. The small group of 6 on this trip made it more personable and relaxing. Kendall was very knowledgeable about the Islands and history. A couple of us really wanted to see the turtles, and he did not disappoint! The food and drink is were good. My husband said it was the best day by far!

    Perfect day on the water!

    Jodie_P, Nov 2025
    Very relaxing and fun day sailing, snorkeling and learning about the islands! Captain Addison was knowledgeable and made the trip fun!

    Sailing and snorkeling.

    Sandy_D, Nov 2025
    Kendall is a great sailor and was good about choosing sites we hadn’t already visited. It’s nice to really sail on a snorkeling trip. The small size group makes this a special experience.

    Great all day sail

    Bonnie_J, Oct 2025
    Addison and jay were great! Addison was the captain and he was very knowledgeable about St. John and great captain. Would highly recommend

    Best Excursion Ever!!! Must do!!

    Erica_H, Oct 2025
    Captain Kendall was absolutely amazing!! 💜 we also had the pleasure of having Captain Addison on board making us the BEST drinks! Rum punch and painkiller’s were very tasty!! We snorkeled 2 different spots - Lovango Bay- where we saw sting rays, lemon sharks, so many varieties of fish and coral (this was our favorite)! Then onto Christmas Bay - which is actually one of the Epstein islands, where we snorkeled a ship wreck, tons of sea turtles, fish and coral. Being on a sailboat is a whole new level of relaxation! Not to mention, lunch was super yummy too! Highly recommend!! 💜🏖️

    Highlight of our vacation

    John_P, Oct 2025
    This was the absolute highlight of our week in St. Thomas. Kendall was such a great captain. So knowledgeable, informative, wonderful historic insights on the Virgin Islands. Great sailing with another couple. Snorkeling in 2 locations one with abundant coral and the other we saw 6 sea turtle. Great lunch.....and all the drinks we could tolerate

    The water and the...

    Carmen_R, Sep 2025
    The water and the snorkeling was beautiful. Our tour guide was so knowledgeable about the islands and history. We didn’t want the experience to end. Thank you, Kendall for the amazing time.

    A not to be missed experience

    Carolina_T, Sep 2025
    We would highly recommend this trip. One of the highlights of the week. Kendall was unbelievable. He took us to amazing spots and we got to see dolphins and sea turtles. What a wild experience. Do not pass this up.

    From $245.00

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 39 days in advance.

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