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Chesapeake Bay, US Boat Rentals & Yacht Charters

Page 2 of 10 • 227 listings

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

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

5.0
Superowner
$1,200/hour
38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!
Events in Virginia Beach · 13 guests

38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

4.9
Superowner
$199+/hour
Instant Book
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150/hour
$400hr | 15 Guests | Catamaran | Grill + Water Activity
Powerboats in Washington · 15 guests

$400hr | 15 Guests | Catamaran | Grill + Water Activity

4.9
Superowner
$450/hour
18ft Bayliner - View the city from the water
Powerboats in Arlington · 6 guests

18ft Bayliner - View the city from the water

4.8
$100/hour
Paint, party and yacht with us! Climb aboard the 45ft Sea Ray
Events in Washington · 12 guests

Paint, party and yacht with us! Climb aboard the 45ft Sea Ray

4.7
Superowner
$465+/hour
26’ Pontoon Lounge on the Potomac
Powerboats in Washington · 8 guests

26’ Pontoon Lounge on the Potomac

4.3
Superowner
$200/hour
Not Your Average Pontoon: Seadoo Switch Cruise 21'
Powerboats in Arlington · 8 guests

Not Your Average Pontoon: Seadoo Switch Cruise 21'

5.0
$130+/hour
Rent and Ride this 45' Sea Ray Sundancer Yacht in Washington, D.C.
Events in Washington · 12 guests

Rent and Ride this 45' Sea Ray Sundancer Yacht in Washington, D.C.

5.0
$333+/hour
The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler
Powerboats in Fort Washington · 10 guests

The Play Station-23 Foot Pontoon With Lights, Bluetooth, Charging Ports, Cooler

4.9
Superowner
Best of 2026
$225/hour
50’ Sea Ray Luxury Yacht on the Potomac. Experience luxury!
Events in Washington · 12 guests

50’ Sea Ray Luxury Yacht on the Potomac. Experience luxury!

4.8
$450+/hour
2024 Luxury Avalon Pontoon 25' Quad Lounger, Spacious & Premium Experience
Powerboats in Washington · 10 guests

2024 Luxury Avalon Pontoon 25' Quad Lounger, Spacious & Premium Experience

5.0
$185/hour
$300hr | 8 Guests |Self Driving Boat
Events in Washington · 8 guests

$300hr | 8 Guests |Self Driving Boat

5.0
Superowner
$300/hour
$1250 2hrs| 12 Guests |  39ft Regal
Events in Arnold · 12 guests

$1250 2hrs| 12 Guests | 39ft Regal

5.0
Superowner
$600/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
$3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley
Powerboats in Saint Michaels · 13 guests

$3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley

New
Superowner
$750/hour
$300hr | 10 Guests | Chesapeake Beach
Events in North Beach · 11 guests

$300hr | 10 Guests | Chesapeake Beach

5.0
Superowner
$300/hour
Amazing 22' Pontoon in Washington D.C.
Powerboats in Washington · 12 guests

Amazing 22' Pontoon in Washington D.C.

5.0
$250+/hour
Cruise the South River on 26' Chaparral 265 SSI Sport with Captain in Edgewater
Powerboats in Annapolis · 4 guests

Cruise the South River on 26' Chaparral 265 SSI Sport with Captain in Edgewater

5.0
$135+/hour
Luxurious Godfrey SweetWater Tritoon
Events in Fort Washington · 10 guests

Luxurious Godfrey SweetWater Tritoon

4.9
$150/hour
$500hr | 13 Guests | Searay 42 Ft
Events in Washington · 13 guests

$500hr | 13 Guests | Searay 42 Ft

5.0
Superowner
$500/hour
31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
Powerboats in Selby-on-the-Bay · 10 guests

31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD

5.0
$275/hour
DMV’s Cleanest 6 passenger Party Deck Boat
Powerboats in Washington · 6 guests

DMV’s Cleanest 6 passenger Party Deck Boat

5.0
$175/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

Chesapeake Bay Reviews

  1. T

    Tammy

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

    Excellent experience with Captain Tim on Chill Time! The boat is beautiful and Captain Tim is the best. He made our sunset cruise so enjoyable! My party and I loved every minute aboard and I highly recommend to anyone who would like a relaxing evening on the water.

  2. Susan

    Susan

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    This was a perfect sailing experience. The boat is immaculate, comfortable and beautiful. Captain Joe is incredibly knowledgable and fun! Everyone should get a chancw to experience this!!!!

  3. Justin

    Justin

    50’ Sea Ray Luxury Yacht on the Potomac. Experience luxury!

    Absolutely fantastic experience. This 50' Sea Ray is even more impressive in person than it looks in the photos. From the moment you step aboard, it feels less like a typical boat rental and more like your own private luxury lounge on the water. The yacht is spacious, beautifully maintained, and has a modern, upscale celebration vibe that reallycomes alive once the evening lighting is on. Between the ambient lights, multiple entertaining areas, comfortable seating, and open-air views of the Potomac, the entire boat creates an atmosphere that feels both luxurious and fun. Whether you're planning a birthday, anniversary, bachelor/bachelorette celebration, date night, sunset cruise, or just a great night out with friends, this is an excellent choice. If you're comparing boats on the Potomac, put this one at the top of your list. Will absolutely rent again. 10/10 experience and highly recommended.

  4. MK

    Mona

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

    I wanted to create an exceptional memory for my daughter’s high school graduation, and Abadi made it happen . He went above and beyond to make our celebration truly special . He was professional , friendly, and made sure everything ran smoothly from beginning to end . The girls had unforgettable trip and still talking how amazing it was . The yacht was so beautiful , clean , new , and spacious . The atmosphere was perfect , and every detail exceeded our expectations. Thank u for helping create memories that will last a lifetime .We highly recommend this experience to anyone looking for a first-class and memorable outing !

  5. AJ

    Arne

    38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

    The experience was AWESOME!!! I booked a 2 hour tour with Captain Kody as a surprise for my husband’s Birthday and all of our family and friends had a BLAST. Didn’t realize how much fun it would be. Only thing I would do different, is book a longer tour 😂😂

  6. AN

    Adrea

    38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

    I recently rented a boat for my birthday, and the experience on the water was absolutely fantastic. The boat ride was amazing, providing a fun and memorable day for me and my friends. We enjoyed the beautiful scenery and the smooth sailing, which made for a perfect celebration. Captain Dreux (Drew) was a complete vibe! He was friendly, and made us feel very welcomed. Would absolutely recommend requesting him as your captain!