We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Browse Chesapeake Bay Boat Rentals.

All Chesapeake Bay Listings

Page 1 of 9209 listings

$200hr | 7 PPL | Cobalt Cruiser
Powerboats in Arlington · 7 guests

$200hr | 7 PPL | Cobalt Cruiser

5.0
Superowner
$200/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!

4.6
$300+/hour
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Sailing in Oxon Hill · 6 guests

Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

5.0
$240/hour
Sea Doo Jet Skis Ready to Ride!
Water Sports in Washington · 2 guests

Sea Doo Jet Skis Ready to Ride!

5.0
$125+/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
$330+/hour
$250hr M-Th | $350hr F-Su | 12 ppl | Luxury Cobalt Boat
Powerboats in Washington · 12 guests

$250hr M-Th | $350hr F-Su | 12 ppl | Luxury Cobalt Boat

5.0
Superowner
$250/hour
Luxurious Godfrey SweetWater Tritoon
Powerboats in Fort Washington · 10 guests

Luxurious Godfrey SweetWater Tritoon

5.0
$175/hour
Private Yacht Charter: On 40ft Regal Commodore
Events in Selby-on-the-Bay · 10 guests

Private Yacht Charter: On 40ft Regal Commodore

5.0
$300/hour
Pristine Hooligan Departs from a Private Pier with a Captain and Fuel INCLUDED
Powerboats in Annapolis · 5 guests

Pristine Hooligan Departs from a Private Pier with a Captain and Fuel INCLUDED

5.0
$200/hour
Party Boat Rental Virginia Beach Charter 8 Seat Pontoon Boat Oceanfront FREE GAS
Powerboats in Virginia Beach · 8 guests

Party Boat Rental Virginia Beach Charter 8 Seat Pontoon Boat Oceanfront FREE GAS

5.0
$43+/hour
Melges 24 - One Design Racing Experience
Sailing in Hampton · 8 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/hour
Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk
Powerboats in Virginia Beach · 6 guests

Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk

5.0
$188/hour
50' Come enjoy the DC view on the Potomac river aboard Sancha. $300HR to $400HR
Events in Washington · 12 guests

50' Come enjoy the DC view on the Potomac river aboard Sancha. $300HR to $400HR

5.0
$300+/hour
Wind Runner, Sun Surfer - Cruise in DC Waters
Powerboats in Arlington · 8 guests

Wind Runner, Sun Surfer - Cruise in DC Waters

5.0
$110/hour
Bugatti JetBoat For Rent in Washington, District of Columbia - $350Hr
Powerboats in Washington · 4 guests

Bugatti JetBoat For Rent in Washington, District of Columbia - $350Hr

5.0
Superowner
$350/hour
Starting at $50 HR | 16ft Center Console | York River | Fishing license included
Powerboats in Gloucester Point · 4 guests

Starting at $50 HR | 16ft Center Console | York River | Fishing license included

5.0
$50+/hour
Experience the Serenity of Sailing SV Magic
Sailing in Mayo · 6 guests

Experience the Serenity of Sailing SV Magic

4.9
$165/hour
5 Star Service! Washington D.C. Cruise On 36ft Sea Ray Yacht-NO ADD ON FEES
Events in Washington · 8 guests

5 Star Service! Washington D.C. Cruise On 36ft Sea Ray Yacht-NO ADD ON FEES

5.0
Superowner
$299/hour
2022 Sea Ray SDX Boat with Captain Included!
Powerboats in Edgewater · 6 guests

2022 Sea Ray SDX Boat with Captain Included!

New
$250/hour
2023 Yamaha AR190 - Perfect Day on the Water!
Powerboats in Virginia Beach · 7 guests

2023 Yamaha AR190 - Perfect Day on the Water!

5.0
$100/hour
$350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran
Powerboats in Washington · 15 guests

$350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran

5.0
Superowner
$350/hour
$400HR Weekday | $750 HR Weekend| 6-20PPL
Events in Washington · 20 guests

$400HR Weekday | $750 HR Weekend| 6-20PPL

4.7
Superowner
$400/hour
50ft Catamaran Charter with Water Toys - Annapolis, MD
Sailing in Annapolis · 12 guests

50ft Catamaran Charter with Water Toys - Annapolis, MD

5.0
$450/hour
The Best Tiki/bar Cruise of the Summer in Dewey Beach
Events in Dewey Beach · 18 guests

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

4.0
$75/person
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Powerboats in Annapolis · 8 guests

2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

4.9
Best of 2023
$225/hour
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Events in Washington · 6 guests

Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

5.0
$200+/hour
Bayliner Ciera 245 Small boat | 7 ppl | $150hr
Powerboats in Washington · 7 guests

Bayliner Ciera 245 Small boat | 7 ppl | $150hr

New
Superowner
$150/hour
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Powerboats in Severna Park · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0
$120/hour

Chesapeake Bay Reviews

  1. TD

    Thom

    50' Come enjoy the DC view on the Potomac river aboard Sancha. $300HR to $400HR

    What a great experience for my team!!! Everyone loved this different way to visit DC- service was impeccable. The boat was perfect for our group of twelve. Lisa and Marque were amazing. Couldn't have asked for more !!! They had cocktail ice and coolers ready and a beautiful charcuterie tray we added on. Thank you !

  2. KV

    Karen

    Luxurious Godfrey SweetWater Tritoon

    What a day we had with Phoenix on his pontoon boat in the Potomac! He was a stellar captain and companion who did his utmost to provide an enjoyable river experience. On a five-star scale, I’d give him six stars. The boat was very clean and comfortable, and great for our small group. Phoenix is personable as well as a safe and competent pilot, and together with his first mate, Huck, they made our day 100% perfect.

  3. KI

    Kendall

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

    There is not enough to be said about the top tier communication and flexibility that was provided to me and my party for my birthday. The accommodations he provided were more than satisfactory and I was able to celebrate with ease knowing all of my needs were being met. The boat was amazing and they did everything in their power to make sure we were having a great time. I couldn’t have enjoyed myself more and i’m so glad i chose to sail with them. I will definitely be booking again!!!

  4. NJ

    Nicole

    Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

    My friends and I booked with Captain Troy for my birthday and hands down couldn’t have asked for a better experience! He always responded quickly and was very helpful. He also made sure we were very comfortable during our boat ride. The views were so nice and the boat was in excellent condition!

  5. SS

    Shawn

    50' Come enjoy the DC view on the Potomac river aboard Sancha. $300HR to $400HR

    The whole experience was excellent from start to finish.. the communication prior to our arrival, the boarding was helpful and appreciated.. It was very clean, smelled nice, and very well kept. T.V./music system worked well. I forgot the lady's name (sorry), she was the best hostess.. she made us feel really comfortable. She served us the entire evening.. outstanding hospitality.. My mother truly enjoyed her bucket list birthday celebration.. thank y'all for the memorable moment and experience.. I definitely recommend 👍🏿👍🏿

  6. KM

    Kelley

    Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

    If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.