We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$115-$555
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$145-$785
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$350
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$350
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$110-$700
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$80-$95
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$750
BS
Bill
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
I highly recommend a sail with Captain Bill. The entire experience was exciting and relaxing at the same time. Whether an experienced sailor or a novice with boats, just being on the open water will refresh and invigorate. 5 ⭐️⭐️⭐️⭐️⭐️
Andrea
Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht
I went out with Nick for my bachelorette. We had the most amazing time. It was so beautiful, smooth and relaxing. Highly recommend to anyone
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!