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Island Flyer Catamaran Charters

Private Day Charters from St. John and St. Thomas


Island Flyer is Your Boat for the Day!

            Are you looking for a private day charter           for your party?

Island Flyer Catamaran is your boat for the day. Perfect for wedding parties, family gatherings, or parties with a group of friends. You get to take the trip you want with no set timetables or itineraries.

Island Flyer is clean and maintained to yacht standards but with the casual, relaxed, fun atmosphere of a day at the beach. Complimentary morning snacks, sodas, ice, water, rum punch, various floats, and snorkel gear for all ages.

Family-friendly, so all ages welcome!


** Please note that effective 3/22/22, all bookings will incur a fuel surcharge of $50 due to rising fuel costs.**

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Island Flyer will be the highlight of your trip!!!

A perfect day

This was a perfect snorkeling day with Captain Hillary. We wanted to snorkel places not densely populated that we couldn't access from a beach, and she delivered. By the way, when given a choice, have pizza delivered by boat.

– Abby C | TripAdvisor
Wonderful trip!

Hillary took us out for the day. Went to see the Norman Island Caves, the Indians, and the aquarium all good snorkel spots. Hillary was very friendly and knowledgeable. Reasonable price. Great experience!

– Collin978 | TripAdvisor
Best excursion ever!

This was our first time chartering a private boat, and we could not be more pleased. The boat was big and clean, and Hillary was a wonderful captain. She was full of stories about the islands and even had banana bread for us to snack on. But the best part was snorkeling with the sea turtles. Never in my wildest dreams did I think we would see so many! We will definitely do this again!

– Helen P | TripAdvisor
Catamaran Day Trip from St John

Highly Recommend! We had a great time on the water and snorkeling! Hillary took us to great spots to see turtles, sting rays and lots of fish. She filled us in on what’s going on on each of the islands and places to go. We will definitely plan another trip with her when we go back next year.

– mkirby656 | TripAdvisor
Great bachelor party event!

A terrific time with Captain Hillary! I booked the Island Flyer for two days while staying on St. John for a bachelor party. Our group of 9 had a great time. On the first day we took in snorkeling and The Willy T on Norman Island in the BVI's. On day 2 we spent most of the day at the Soggy Dollar bar in the BVI's. It was the highlight of our trip and highly recommend the Island Flyer for any type of group. They were fun, accommodating and affordable. Definite re-do!

– patrickjosephmanion | TripAdvisor

We had an absolute amazing experience. Could not have asked for a better tour guide. Hillary took us all around in a short amount of time and we have been talking about our experience the rest of the trip. Can’t wait to come back just to do this again! Don’t write reviews often... 10/10.

– nickwR7694UT
Great for large groups!

So glad we found this boat! We had a large group (12) with half staying on STT and half on STJ, they were accommodating to do separate pick ups on the respective islands and helped us choose an itinerary that covered what everyone wanted to see/do that day. The boat was more than spacious for this many people and had a nice speaker and large cooler. Holly & Kathy have a wealth of knowledge about the islands and make a great rum punch!

– jackieQ1355
Highlight of our trip!

We sailed with Captain Hillary and had a fantastic trip - 7 adults and 4 young children (5, 4, 2 two-year-olds). The Island Flyer was a great boat for the entire family. It was the highlight of our trip. Turtles, fish and a great lunch at Lovango Beach.

– Bsateja44
5 stars!

My friends and I thoroughly enjoyed our day out with Captain Hillary. She was very knowledgeable about the island and she made us feel very comfortable. Before we set sail she gave us some options of what we could do. We chose to just do a simple cruise and water dock. We were able to get off the boat and go into the water when we docked. She provided rum, punch, water, and cokes. The lemon pound cake was really good. The boat was clean and spacious. The next time I'm in the Virgin Islands I will definitely book this boat again!

– Tamelia Barnwell
5 stars

Our day spent on Island Flyer was amazing! Captain Hillary welcomed us aboard and made us feel welcome. She is so knowledgeable about the history of the island as well as the marine life. She took us to beautiful places, taught us so much and made for great memories! If we ever get the chance to return to the islands, I promise a trip with island flyer will be in the plans!!

– James Watts
Great Captain, Great Boat, Best Deal

We had an awesome day with Hilary. She was very friendly and our group of 8 had a great time! We went on the full day adventure and stopped to snorkel to see sea turtles, lunch on Saint Johns and fun beach stop. This was the best deal we could find on the island and there’s no hidden fees. I would highly recommend the Island Flyer!

– aidan694