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Chesapeake Bay, US Boat Rentals & Yacht Charters

Page 3 of 9197 listings

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
JetCar Bugatti in Washington DC for Luxury Experience!!
Powerboats in Washington · 5 guests

JetCar Bugatti in Washington DC for Luxury Experience!!

4.6
$300/hour
Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising
Events in Annapolis · 12 guests

Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

New
$1,280/hour
Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!
Powerboats in Colonial Beach · 6 guests

Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

5.0
$180/hour
2021 Sea Fox 226 dual console
Events in Deltaville · 8 guests

2021 Sea Fox 226 dual console

5.0
$76+/hour
$250 hr | 6 ppl | Grill and BBQ Family & Friends Boat
Powerboats in Washington · 8 guests

$250 hr | 6 ppl | Grill and BBQ Family & Friends Boat

5.0
Superowner
$250/hour
Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
Powerboats in Annapolis · 6 guests

Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8
$95+/hour
Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
Powerboats in Annapolis · 6 guests

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain

5.0
$115/hour
45' Sea Ray Luxury Yacht Stewardess, Crew and Captain Provided
Events in Washington · 10 guests

45' Sea Ray Luxury Yacht Stewardess, Crew and Captain Provided

5.0
Superowner
$600/hour
$350hr|11 people| Luxury Yacht
Events in Washington · 11 guests

$350hr|11 people| Luxury Yacht

5.0
Superowner
$350/hour
Limited Availability
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia
Fishing in Norfolk · 6 guests

38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia

5.0
$450/day
$275 HR | 8 people + Water Activities
Events in Washington · 9 guests

$275 HR | 8 people + Water Activities

5.0
Superowner
$275/hour
Wakeboarding & Tubing | $300hr | 8 PPL
Powerboats in Arlington · 8 guests

Wakeboarding & Tubing | $300hr | 8 PPL

5.0
Superowner
$300/hour
Brand New 25ft Crownline for Charter in Stone Harbor!
Powerboats in Stone Harbor · 6 guests

Brand New 25ft Crownline for Charter in Stone Harbor!

5.0
$200/hour
Enjoy the sights of Colonial Beach, VA ! Come boat with us!
Events in Colonial Beach · 6 guests

Enjoy the sights of Colonial Beach, VA ! Come boat with us!

5.0
$180/hour
$300 per hour | 8 PPl | Water Activity + Grill BBQ |
Events in Washington · 8 guests

$300 per hour | 8 PPl | Water Activity + Grill BBQ |

5.0
Superowner
$300/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
 DMV’s 12 passenger Luxury Party Yacht Silverton Convertible
Events in Washington · 12 guests

DMV’s 12 passenger Luxury Party Yacht Silverton Convertible

5.0
$399/hour
Limited Availability
Amazing SeaRay 260 Sundancer for Charter in DC
Powerboats in Washington · 6 guests

Amazing SeaRay 260 Sundancer for Charter in DC

5.0
$160/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
South Jersey Tiki Boat Wildwood Crest, NJ
Powerboats in Wildwood Crest · 12 guests

South Jersey Tiki Boat Wildwood Crest, NJ

5.0
$199/hour
2022 Avalon Tritoon!
Powerboats in Virginia Beach · 10 guests

2022 Avalon Tritoon!

5.0
$199/hour
Sunseeker Yacht 74ft | 13 Guests | $1200/hr
Events in Washington · 13 guests

Sunseeker Yacht 74ft | 13 Guests | $1200/hr

5.0
Superowner
$1,300/hour

Chesapeake Bay Reviews

  1. EM

    Erin

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

    Our trip was just perfect. We were looking for a true sailing experience, and Captain Russ gave us that. My husband was at the wheel almost the entire trip, talking all things sailing Capt Russ. Meanwhile I enjoyed the sun and sounds of the water against the boat and the wind in the sails from up front. It was a peaceful and enjoyable trip, despite the wind giving out on us towards the end. We'd book with Captain Russ again in a heartbeat!

  2. Thomas

    Thomas

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

    Captain Russ was just ideal for our half day on the bay! Super pleasant and communicative; completely adaptive to whatever we were up for. The Joie de Vie is ship-shape and the perfect vessel for the Chesapeake Bay. I’ll go ahead and credit him with steady 5-6k winds All day also- just a perfect day. No doubt we will be back for more- thanks again, Captain Russ!

  3. NM

    Nancy

    JetCar Bugatti in Washington DC for Luxury Experience!!

    JetcarDC went above and beyond to make our Jetcar experience memorable as well as enjoyable. I've never received such great customer service. What an experience!! Super fun jetcar ride, We loved it, I highly recommend it if your in the DC area, Thanks again Mr Pulpo!

  4. CS

    Cindy

    Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

    Perfect day on the water. Captain Steve was incredibly responsive and easy to communicate with. Our family of 4 enjoy several hours out on the Potomac and we couldn't have asked for a better day or captain. He took care of everything. Can't wait to come back.

  5. 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!

  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%!