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Browse Chesapeake Bay Boat Rentals.

5.0

(1,869 Reviews)

Page 7 of 9 • 205 listings

19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

Powerboats in Annapolis · 6 guests

19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

New

$125+/hour

Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr

Events in Washington · 8 guests

Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr

New

$300/hour

8 People | Monterey 340 Sport Yacht

Events in Oxon Hill · 8 guests

8 People | Monterey 340 Sport Yacht

New

Superowner

Best of 2025

$275/hour

Instant Book

Proline 23ft Center Console Fishing Boat for Charter in Suffolk

Fishing in Hampton · 6 guests

Proline 23ft Center Console Fishing Boat for Charter in Suffolk

5.0

$250/hour

6-Hour Fishing Trip – Rods, Bait, and Boat Access Included – $600

Fishing in Virginia Beach · 6 guests

6-Hour Fishing Trip – Rods, Bait, and Boat Access Included – $600

New

$100/hour

Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

Sailing in Norfolk · 6 guests

Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

New

$725/day

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

Events in Annapolis · 6 guests

Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

New

$300/hour

Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

Fishing in Norfolk · 6 guests

Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

New

$170/hour

$300hr | 15 ppl | Luxury Yacht

Events in Washington · 15 guests

$300hr | 15 ppl | Luxury Yacht

New

$300/hour

Instant Book

Not Your Average Pontoon: Seadoo Switch Cruise 21'

Powerboats in Arlington · 8 guests

Not Your Average Pontoon: Seadoo Switch Cruise 21'

New

$100+/hour

Instant Book

Parker Southwestern | Seats 6 | 23'

Powerboats in Annapolis · 6 guests

Parker Southwestern | Seats 6 | 23'

New

$125+/hour

Enjoy the best views of Annapolis, MD aboard the Island Princess

Events in Annapolis · 128 guests

Enjoy the best views of Annapolis, MD aboard the Island Princess

New

$480+/hour

Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

Events in North Beach · 8 guests

Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

5.0

$400/hour

32' Center Console - up to 6 Guests from Stevensville, MD

Powerboats in Stevensville · 6 guests

32' Center Console - up to 6 Guests from Stevensville, MD

5.0

$375/hour

Gone Fishin’ Sport Fishing Charters - Cape May

Fishing in Cape May · 6 guests

Gone Fishin’ Sport Fishing Charters - Cape May

5.0

$113+/hour

DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!

Sailing in Annapolis · 10 guests

DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!

New

$232+/hour

Party Cruises, Chesapeake Bay Tours, and more!

Powerboats in Virginia Beach · 6 guests

Party Cruises, Chesapeake Bay Tours, and more!

New

$150/hour

Come take a cruise on the Annapolis Jet Boat

Powerboats in Kent Narrows · 11 guests

Come take a cruise on the Annapolis Jet Boat

New

$360/hour

24ft Bayliner Cierra Express Cruiser in DC

Powerboats in Arlington · 6 guests

24ft Bayliner Cierra Express Cruiser in DC

New

$250/hour

46′ CARMEN | Take Everybody With You! | Captain Included

Events in Annapolis · 30 guests

46′ CARMEN | Take Everybody With You! | Captain Included

New

$670+/hour

50′ VIKING - Your Chartered Experience Awaits!

Events in Annapolis · 12 guests

50′ VIKING - Your Chartered Experience Awaits!

New

$841+/hour

Enjoy your day on the water with a Yamaha Waverunner EX Jet ski!

Water Sports in Riviera Beach · 6 guests

Enjoy your day on the water with a Yamaha Waverunner EX Jet ski!

New

$65+/hour

Sail in Style Aboard the 2024 Seawind 1160 Lite – Your Perfect Charter Escape

Sailing in Annapolis · 13 guests

Sail in Style Aboard the 2024 Seawind 1160 Lite – Your Perfect Charter Escape

New

$350+/hour

Lux Sea Ray Fuel Included | Parties/ Datenight/ Sightseeing/ Cruising

Powerboats in Washington · 6 guests

Lux Sea Ray Fuel Included | Parties/ Datenight/ Sightseeing/ Cruising

New

$250/day

Chesapeake Bay Reviews

BA
Brittney

Proline 23ft Center Console Fishing Boat for Charter in Suffolk
My first time on a boat and it was absolutely amazing. He made sure we were comfortable. During the trip I began to get a little motion sick but he took care of me. Our trip couldn't have been better. Thank you so much making my birthday so fun and memorable.
RD
Ren

Proline 23ft Center Console Fishing Boat for Charter in Suffolk
It was awesome. great day and Cap is a super good guy - nice boat and he knows where the fish are
GM
Gabe

Gone Fishin’ Sport Fishing Charters - Cape May
We were early, and they were ready. On fish all trip. The 10 ur
Teresa

Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland
We loved it, had a great time. Will definitely go again!

Real reviews from happy Getmyboaters.

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