Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Chesapeake Bay, US Boat Rentals & Yacht Charters

Page 2 of 10 • 226 listings

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
$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
Explore the Water in a 2012 Bulls Bay Center Console
Powerboats in Virginia Beach · 4 guests

Explore the Water in a 2012 Bulls Bay Center Console

New
$50/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
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
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
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
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
$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
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
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
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
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

4.9
Superowner
$117+/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. 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 😂😂

  3. 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!

  4. AJ

    April

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

    We had an amazing experience with our captain Ron today in Virginia Beach! He was very accommodating and continuously went out of his way to make sure we had a great time. He was very down to earth and super fun!! I highly recommend this company and can’t wait for the next venture!

  5. NC

    Nicki

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

    My friends and I had THE BEST time boating with AJ’s team. They were all so accommodating, friendly and eager to ensure we had a great time. The communication from booking to boating was seamless and thorough. AJ was so responsive and helpful. I would 100% recommend anyone to book with them, they will go above and beyond to make sure you have an amazing time!

  6. Darell

    Darell

    18ft Bayliner - View the city from the water

    It was my birthday and this was my first time renting a boat, and I couldn’t have had a better experience. Fernando went above and beyond. As I am new to boating, he took the time to teach me everything there is to know, he was patient, and we he made me feel much more comfortable with driving. I would definitely suggest renting from Fernando. His boat was also as expected, very nice, clean, and drove well. 10/10.