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04/26/2024 ± 2 days

Map View

Browse Chesapeake Bay Boat Rentals.

5.0

(1,797 Reviews)

Page 2 of 9 • 209 listings

Sailing in Mayo · 6 guests

Experience the Serenity of Sailing SV Magic

4.8

$165hour

Powerboats in Selby-on-the-Bay · 12 guests

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

5.0

$250hour

Powerboats in Severna Park · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0

$120hour

Powerboats in Ocean City · 6 guests

Great Center Console for rent in Ocean City

4.8

$150hour

Events in Washington · 12 guests

$250hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350

5.0

Superowner

$250hour

Powerboats in Washington · 6 guests

22' Bennington Pontoon | Best prices in DC + Jetski Add Ons

5.0

Superowner

Best of 2023

$185hour

Events in Washington · 10 guests

Enjoy our World Class Service aboard Sea Ray 400 Sundancer

4.9

Superowner

Best of 2023

$400hour

Sailing in Annapolis · 12 guests

50ft Catamaran Charter with Water Toys - Annapolis, MD

5.0

$450hour

Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0

$150hour

Events in Washington · 6 guests

⭐️ 5-Star ⭐️ Enjoy Washington DC scenery 🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺

5.0

Superowner

$350hour

Powerboats in Stone Harbor · 6 guests

Brand New 25ft Crownline for Charter in Stone Harbor!

5.0

$200hour

Events in Washington · 13 guests

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

5.0

$250hour

Events in Annapolis · 8 guests

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

5.0

$250hour

Events in Washington · 13 guests

Luxury Yacht | 13 PPL | $3000 4hrs

5.0

Superowner

$750hour

Powerboats in Washington · 12 guests

26' Godfrey in Washington D.C.

5.0

Superowner

Best of 2023

$33person

Powerboats in Virginia Beach · 6 guests

22' Cape Craft 2200 DC Powerboat in Virginia Beach!

5.0

$82-$100hour

Powerboats in Stone Harbor · 8 guests

25' Starcraft w/ 300hp in Stone Harbor. Comfortable ride .

5.0

$125hour

Events in Virginia Beach · 13 guests

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

5.0

Superowner

$199-$299hour

Sailing in Mayo · 6 guests

The Captain of this Sailboat, invites you to take a charter on Chesapeake Bay.

5.0

$175-$200hour

Events in Washington · 12 guests

53' Luxury Yacht for Charter in Washington, District of Columbia

5.0

Superowner

$400hour

Powerboats in Washington · 12 guests

Amazing 22' Pontoon in Washington D.C.

5.0

$60hour

Powerboats in Edgewater · 6 guests

Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

New

$200hour

Powerboats in Washington · 8 guests

$275hr | 8 ppl | Grill and BBQ Family & Friends Boat

5.0

Superowner

$275hour

Events in Washington · 13 guests

Spacious Luxury Carver 37' in Washington D.C.

4.7

$280-$292hour

Chesapeake Bay Reviews

Jordan
June, 2024
50ft Catamaran Charter with Water Toys - Annapolis, MD
Captain Deren and the crew were amazing — they made my birthday so special. They were super accommodating the entire day for everyone! They were even kind enough to put up some birthday decorations for our group. I’m definitely going to be booking with Captain Deren again!
WG
William
June, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Captain McCoy was an excellent guide of the Annapolis waters. It was an amazing experience from start to finish. Easy meeting spot and was fun sightseeing all of the houses along the water. We were even able to play our own music through the captains Bluetooth. We popped champagne and made mimosas while cruising the river for my wife’s birthday and I would highly recommend you do the same! Thanks Captain McCoy. Look forward to coming back and booking in the future!
SM
Stephanie
June, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
We chartered captain McCoy's boat to celebrate our friend's bachelorette party. We had the absolute best time. I have only positive things to say about the boat, the itinerary and the overall experience. Would highly recommend.
Makeda
June, 2024
$250hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350
Such an amazing host & experience! A.J. was very accommodating and responsive to all my questions and even helped load our items from the parking lot to the boat. The service was excellent and the captain was fun and friendly. Our group made a decision to book again every summer! We wouldn’t have it any other way.
DA
Dana
May, 2024
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
We cannot thank McCoy enough for this unbelievable experience watching the Blue Angels perform over the Annapolis skyline. McCoy and his wife did not miss a single detail, including making sure our kids had enough sunscreen on for the voyage! These were incredibly crowded and challenging areas to navigate during the show and McCoy did so with ease and grace. Thank you both for making amazing memories for us!
Jeremiah
June, 2024
22' Cape Craft 2200 DC Powerboat in Virginia Beach!
Great time everytime will rent this boat everytime I go out. Hassle free, all ways communicate in timely manner great boat all around will definitely rent again