Virgin Islands Boat Charters: Explore Paradise

Explore the Virgin Islands with expert-led private boat charters. Enjoy snorkeling, sightseeing, and more on a luxurious, award-winning vessel.

Duration: 11 hours
Cancellation: 24 hours
Highlights
  • Soggy Dollar Bar – The best beach bar and home of the famous “Painkiller” cocktail, featuring one of the most beautiful beaches and waters around!
  • Johnny Lime – A floating taco bar offering artisanal drinks and gourmet tacos, complete with floating lily pad seats, a swim-up bar, or delivery right to the boat in historic Coral Bay. Guests can…
What's Included
  • Bottled water
  • Use of snorkeling equipment
What's Not Included
  • Surcharges on fuel
  • Gratuities
Additional Information

A local, third-generation family-owned and operated small business offers private, custom boat charters, day trips, and tours of the Virgin Islands. With a deep understanding of the local area, history, and weather passed down through three generations, they provide unique experiences. Activities include sightseeing, swimming, snorkeling, beach and bar…

Location
Local Legend Charters
If you opt to meet up at our marina slip, head to Compass Point Marina. From the parking area, walk the left road and make your way to the boat slips. Once you've reached the gravel area walk onto the dock from either entrance. Our boats are in that first row facing you!
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(98 Ratings)
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Williams_k
Aug 2, 2026
Fantastic boat ride - Captain Chris is very knowledgeable and accommodating while on his charter. My family and I had the best day on his boat. He took the time to explain everything throughly. We went to The Bath’s and the Soggy Dollar which both were amazing. I highly recommend The Local legend charter!
Review provided by Viator
Ehjayel
Apr 21, 2026
Best guides in USVI - We've had two amazing experiences with Local Legend the past two spring breaks. Last year we had Captain Zach, last year we got Captain Chris. Both guys are great and will show you a fun time. We got to snorkel, see some turtles, take a look at sunken ship, etc. This was everybody's favorite day of the vacation both years.
Review provided by Tripadvisor
193glenng
Sep 13, 2025
Great day with Island Legends - Chris is an excellent captain! He tailored the day to our desires and was very flexible with the agenda for the day. Sightseeing, snorkeling & lunch were all terrific. We spent time at & around Jost Van Dyke - completely fantastic. Our friends used Chris for a charter last year and this year that highly recommended Chris for our trip with them. Safety is top of mind with Chris. Oh yeah, Chris is a super nice guy. We highly recommend!
Review provided by Tripadvisor
Robko3635st
Aug 9, 2025
Great day snorkeling the Islands. - Local Legends saved the day after our cruise booked snorkeling trip was cancelled literally at the last minute. Chris is a son of a son of sailor - and an expert on all things local marine. He tailored a fun day for us and was even able to do a drop back in the main port. Great memories snorkeling and visiting St. John. Thanks for taking us out with no notice.
Review provided by Tripadvisor
Reneewc5794nk
Apr 22, 2025
Highlight of Our Trip to St. Thomas - We had an amazing time on our private charter around the US Virgin Islands. Chris listened to what we were interested in doing, and tailored the trip to our liking. Would absolutely recommend doing this on your trip! It was definitely the most fun thing we got to do with snorkeling, jumping off the boat and just cruising around listening to music. My teenage nieces absolutely loved it, and they are hard to impress. Our only regret is we did not book a full day!
Review provided by Tripadvisor
Savannahc767
Nov 24, 2024
Best day in the BVI’s - highly recommend!! - An incredible day in the BVIs! Our boat charter was the perfect way to explore these beautiful islands. We loved every stop—The Baths were stunning, lunch on Cooper Island was fantastic, Sandy Split beautiful, and the Soggy Dollar always had been on my bucket list! The crew was friendly, knowledgeable, and made sure everything was just right. We wrapped up with a sunset cruise that was simply breathtaking. Couldn’t have asked for a better experience—highly recommend!
Review provided by Tripadvisor
343chazd
Apr 3, 2024
Simply the best! - Local Legends are the way to see the USVI! We had Captain Zach take us on a nice afternoon tour of St. Thomas and St. John. He hit so.e amazing spots, we saw sea turtles fish and everything in between. Amazing service, can't be beat! Amazing local knowledge and super personable.
Review provided by Tripadvisor
765addiem
Mar 27, 2024
Perfect day on the water in St. Thomas - We are staying at Buoy Haus by Marriott in Frenchman's Bay and wanted a Waterview perspective of St. Thomas. The resort recommended Local Legend Charters and they didn't disappoint! Zack picked us up at The Westin (neighboring property) dock for a 1/2 day private boat trip. He took us to all the highlights Lavongo Sapphire Beach to swim in for a daiquiri Christmas Cove I even asked for the best grouper sandwich on the island and he researched and sent us to Twisted Cork. Omg fried grouper sandwich and duck fat fries! The perfect day!
Review provided by Tripadvisor
V4372hskristinag
Mar 26, 2024
Safe and so much fun for the whole family! - This was such an amazing experience for me and my family! We Island hopped and went swimming on multiple beaches you can only access by boat (felt like private beaches), swam with sea turtles, and got lunch on Water Island! On top of all the fun, our boat Captain, Chris, communicated the rules so that we felt very safe, and gave us hourly reminders to reapply sunscreen. No one got burnt and we had a fantastic time with our family. 10/10 would charter with Local Legends again!
Review provided by Tripadvisor
V5268xzjamesh
Jul 17, 2023
Best trip in the USVI - If you go to the USVI get out on the water w Captain Chris. Wonderful trip seeing the USVI from the water. Snorkeling was better most places we have been and we were the only people on the reef. An experience not to be missed. Chris and his boat are first class!
Review provided by Tripadvisor
From $1,950 (Per Boat)
up to 12 guests
1 - Traveler
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).