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Find the Best Chincoteague Island Boat Rentals

44' Ocean Yacht Sportfisher in Ocean City, MD
Fishing in Ocean City · 6 guests

44' Ocean Yacht Sportfisher in Ocean City, MD

5.0
$250/hour
Great Center Console for rent in Ocean City
Powerboats in Ocean City · 6 guests

Great Center Console for rent in Ocean City

4.8
$150/hour
Instant Book
SUV of the Seas - Top Luxury Adventure Boat on the Bay
Powerboats in Ocean City · 6 guests

SUV of the Seas - Top Luxury Adventure Boat on the Bay

5.0
$220+/hour
Instant Book
Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!
Powerboats in Fenwick Island · 5 guests

Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!

5.0
$115/hour
40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware
Powerboats in Delaware · 6 guests

40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

5.0
$100+/hour
Best Bachelorette party on the water in Dewey Beach!
Tours in Dewey Beach · 18 guests

Best Bachelorette party on the water in Dewey Beach!

New
$500/hour
The Best Tiki/bar Cruise of the Summer in Dewey Beach
Powerboats in Dewey Beach · 18 guests

The Best Tiki/bar Cruise of the Summer in Dewey Beach

4.5
$450/hour
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
Sailing Adventures on the Choptank River
Sailing in Cambridge · 6 guests

Sailing Adventures on the Choptank River

New
$100/hour
2021 Sea Fox 226 dual console
Events in Deltaville · 8 guests

2021 Sea Fox 226 dual console

5.0
$76+/hour
Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509
Sailing in Deltaville · 8 guests

Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509

New
$524+/day
41’ Bristol Sailboat Charter in Solomons Island, MD
Sailing in Solomons · 6 guests

41’ Bristol Sailboat Charter in Solomons Island, MD

New
$90/hour
Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island
Powerboats in Solomons · 6 guests

Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

5.0
$200/hour
40ft Evans Fishing Charter Boat in Colonial Beach
Fishing in Kinsale · 6 guests

40ft Evans Fishing Charter Boat in Colonial Beach

New
$650/day
18' Center Console Pocket Rocket fishing boat.
Fishing in Deltaville · 4 guests

18' Center Console Pocket Rocket fishing boat.

New
$325/day
Instant Book
Experience the Charm of St. Michaels Aboard the 41ft Sail Selina 2hr Boat Tour
Sailing in Saint Michaels · 6 guests

Experience the Charm of St. Michaels Aboard the 41ft Sail Selina 2hr Boat Tour

New
$350/hour
Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
Sailing in Saint Michaels · 6 guests

Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

New
$400/hour
Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail
Sailing in Saint Michaels · 6 guests

Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail

5.0
$325/hour
Gone Fishin’ Sport Fishing Charters - Cape May
Fishing in Cape May · 6 guests

Gone Fishin’ Sport Fishing Charters - Cape May

5.0
$113+/hour
The Big Kahuna 18 Passenger Tiki Boat
Powerboats in Cape May · 18 guests

The Big Kahuna 18 Passenger Tiki Boat

5.0
$250/hour
24' Custom South Jersey Tiki Cruiser Boat for 6 person in Wildwood, New Jersey
Powerboats in Wildwood · 6 guests

24' Custom South Jersey Tiki Cruiser Boat for 6 person in Wildwood, New Jersey

5.0
$200/hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125/hour
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117+/hour
44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia
Events in Hampton · 19 guests

44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia

4.0
$275/hour

Chincoteague Island Reviews

  1. DK

    Derek

    2021 Sea Fox 226 dual console

    Cori was outstanding. This was a last minute activity during our yearly river house trip. Found her on a quick Google search and had it booked in a day. Communication was great. Easy to schedule. 6 people could comfortable fit on the boat. We mostly went tubing and the kids had a blast on their 3 person tube. Will definitely book another trip next year!

  2. F

    Frank

    Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

    Ask about the sunset and cruising experiences. You will not be disappointed. If you are looking for an awesome alternative evening getaway, try out Chill Time Cruise!

  3. KD

    Kelly

    The Big Kahuna 18 Passenger Tiki Boat

    Justin and Tyler made our experience truly fantastic! From start to finish the communication, entire experience, and level of expertise was phenomenal. They made it their mission to show us a good time, and they delivered! We will definitely be booking again with them.

  4. EB

    Emmie

    The Best Tiki/bar Cruise of the Summer in Dewey Beach

    We had such a wonderful time!!! Captains were so kind and fun to hang out with. The boat was so big, so much room for all the fun! 10/10!!! Recommend and would book again!! :)

  5. JR

    Jeanean

    Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

    We arrived and were greeted by the friendliest person Capt Tim. He was wonderful, very hospitable and attentive. He anticipated all of our needs for the evening. The waterfront scenery was surprisingly beautiful, seeing all the different styles of homes. An added bonus while coasting to the cove, we encountered a family of dolphins. It was a very exhilarating night. The view of the sun setting over the water was perfect from the float. The boat was quite spacious, enough for an impromptu dance party with the blue aura lights while finishing the evening. If you are looking for a fun filled evening full of laughter, and excitement. This is the thing to do

  6. JS

    Jennie

    2021 Sea Fox 226 dual console

    We had a wonderful weekend on this beautiful boat. Pickup and dropoff could not have been easier, and the communication was excellent. Our teenagers and their friends had a great time tubing and wake boarding...the perfect solution to our own boat being in the shop! We would recommend 100%!