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Browse Chesapeake Bay Boat Rentals.

Boats to Book Now

The quickest way to get out onto the water.

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All Chesapeake Bay Listings

Page 1 of 10217 listings

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
$220+/hour
$400/hr Weekday & $750/hr Weekend
Events in Washington · 18 guests

$400/hr Weekday & $750/hr Weekend

4.8
Superowner
Best of 2025
$750/hour
Instant Book
Pro line Center Console Magothy River - Perfect for fishing exploring cruising
Powerboats in Severna Park · 12 guests

Pro line Center Console Magothy River - Perfect for fishing exploring cruising

4.8
$65+/hour
Instant Book
50' Come enjoy the DC view on the Potomac river aboard Sancha
Events in Washington · 12 guests

50' Come enjoy the DC view on the Potomac river aboard Sancha

5.0
Superowner
$375+/hour
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 2025
$225/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
Bugatti JetBoat - $300Hr - DC
Powerboats in Washington · 4 guests

Bugatti JetBoat - $300Hr - DC

5.0
Superowner
Best of 2025
$350/hour
Instant Book
$200hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350
Events in Washington · 12 guests

$200hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350

5.0
Superowner
Best of 2025
$350/hour
Instant Book
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!

4.7
Best of 2025
$450+/hour
38-ft Hunter 376 Sailing Adventure in Annapolis
Sailing in Annapolis · 6 guests

38-ft Hunter 376 Sailing Adventure in Annapolis

5.0
Superowner
$138+/hour
Instant Book
The Commodore Yacht | 13PPL | $500hr
Events in Washington · 13 guests

The Commodore Yacht | 13PPL | $500hr

5.0
Superowner
Best of 2025
$500/hour
Instant Book
Luxurious Godfrey SweetWater Tritoon
Events in Fort Washington · 10 guests

Luxurious Godfrey SweetWater Tritoon

4.9
$195/hour
The Fantastic Voyage
Events in Alexandria · 10 guests

The Fantastic Voyage

4.9
$225/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
$75+/hour
Self Driving Boat | 8 ppl | $300hr
Sailing in Washington · 8 guests

Self Driving Boat | 8 ppl | $300hr

New
Superowner
Best of 2025
$300/hour
Instant Book
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
$425+/hour
Instant Book
SEARAY SLX400 | $800hr | 13 People
Events in Washington · 13 guests

SEARAY SLX400 | $800hr | 13 People

5.0
Superowner
Best of 2025
$800/hour
Instant Book
Party on Catamaran |15 ppl| starting at $300hr
Powerboats in Washington · 15 guests

Party on Catamaran |15 ppl| starting at $300hr

5.0
Superowner
Best of 2025
$400/hour
Instant Book
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
Private Yacht Charter: On 40ft Regal Commodore
Events in Selby-on-the-Bay · 10 guests

Private Yacht Charter: On 40ft Regal Commodore

5.0
$350/hour
Instant Book
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0
$250/hour
50ft Catamaran Charter with Water Toys - Annapolis, MD
Sailing in Annapolis · 12 guests

50ft Catamaran Charter with Water Toys - Annapolis, MD

5.0
$325/hour
Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine
Events in Deale · 10 guests

Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine

5.0
$500/hour
$250hr Brand new SLX 310
Powerboats in Washington · 6 guests

$250hr Brand new SLX 310

5.0
Superowner
Best of 2025
$250/hour
Instant Book

Chesapeake Bay Reviews

  1. Jamese

    Jamese

    50' Come enjoy the DC view on the Potomac river aboard Sancha

    I’m so thankful they were able to accommodate me and my guest at the last minute — they literally saved the day and made my whole experience unforgettable. The service was top-tier! The husband and wife team was amazing — professional, welcoming, and really on point. The boat was exactly as pictured, but even better in person — super clean, spacious, and perfect for our group. I’ve rented yachts before, but this was hands down my best experience. I’ll definitely be booking with them again!

  2. AC

    Alice

    50' Come enjoy the DC view on the Potomac river aboard Sancha

    We booked a trip with Marque for a Saturday afternoon. Prior to the trip, he was very responsive with answering my questions. On the day of the trip, communication was great and we were able to find him easily. The overall service was great. The atmosphere was warm and friendly. The boat was beautiful and looks just like the pictures. Having Lisa’s help on the boat was an added touch! My friends and I had an amazing time and we would definitely book with Marque again the future!

  3. LP

    Laura

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!

  4. ZQ

    Zainub

    $400/hr Weekday & $750/hr Weekend

    My friends and I had a great time on the boat! The capitan was very nice and helpful with our food delivery and taking us around DC and telling us about everything we were passing. Will definitely be looking into booking again.

  5. ET

    Eris

    Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

    This is everything you could want. Great boat and captain. McCoy has everything you need for a great trip. Plenty of space onboard for all your food and drink and all the toys you could want for a fun day on the water. We count thank him enough fro a such great experience and a great price! We will be booking again for sure!

  6. SV

    Steph

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

    Troy was great and the boat was amazing! Troy was super nice, easy going, and flexible to how we spent the day. Very experienced at navigating a busy Potomac on a holiday weekend, felt safe the whole time! The tables were super nice to have to lay out all our snacks for the day. We had so much fun, highly recommend!!