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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$350
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$75
Fishing Charters
Let a captain do the driving while you do the fishing
$350
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$350
Dennese
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!
BF
Bruce
38-ft Hunter 376 Sailing Adventure in Annapolis
Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!
CV
Carlee
Luxury BYOB Sailing in the Charleston Harbor
We had a blast sailing! Our captain was very friendly and made sure to answer all of our questions about the area. There was plenty of room to spread out on the boat and they made sure to make us feel welcome and serve us our refreshments we brought on board :) Would book again!
BA
Blake
Luxury BYOB Sailing in the Charleston Harbor
This was the highlight of our trip to Charleston. The time flew by because of the great company provided by the captain and his first mate. They are at your service whether you want to sit in the ultra comfy been bags on the bow or ask tons of questions about sailing and Charleston history, while being waited on for you drink or food needs. Highly recommend scheduling a trip while in town.
KM
Kristen
Luxury BYOB Sailing in the Charleston Harbor
Wit and Crystal were great! We enjoyed our sail very much! As soon as we got on board, Crystal had all our food and drinks put away in the fridge to stay cold! we got a brief intro to the boat and we were off! Wit seemed to genuinely enjoy chartering guests around on his boat and Crystal was so attentive to our needs. We never had an empty hand! We really enjoyed the trip! We saw many sights and even a dolphin! I can’t wait to bring back some friends next time!
LC
Leslie
Luxury BYOB Sailing in the Charleston Harbor
This was quite the adventure!! Wit's boat is beautiful! We've sailed multiple times and this is one of the nicest we've been on. Only 3 people so it was more than spacious enough. First boat ever to have the bean bag chairs and I'm still sad I didn't get a chance to sit in one!! We got caught in a pop up storm and Wit handled it unbelievably well. It definitely added to the experience!! After that we were pretty chill just cruising the harbor. Loved hearing his stories! Next time we'd love to have his whole family along! Thank you for a wonderful afternoon on the water!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!