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Edgewater, Maryland Boat Rentals

Page 1 of 124 listings

Charter 42' Lagoon Catamaran in Annapolis, MD
Sailing in Edgewater · 12 guests

Charter 42' Lagoon Catamaran in Annapolis, MD

5.0
$425/hour
Discover the Spirit of the Chesapeake Bay with our Nautical-Themed Photography
Events in Annapolis · 6 guests

Discover the Spirit of the Chesapeake Bay with our Nautical-Themed Photography

New
$255/hour
Cruise on the Shannon Brendan
Fishing in Annapolis · 6 guests

Cruise on the Shannon Brendan

New
$350/hour
Parker Southwestern | Seats 6 | 23'
Powerboats in Annapolis · 6 guests

Parker Southwestern | Seats 6 | 23'

New
$125+/hour
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
26′ BENNINGTON PONTOON | Adventure Awaits | Seats 12
Powerboats in Annapolis · 12 guests

26′ BENNINGTON PONTOON | Adventure Awaits | Seats 12

5.0
$194+/hour
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
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
26’ CREST TRITOON | Excellent Pontoon | Seats 12
Powerboats in Annapolis · 12 guests

26’ CREST TRITOON | Excellent Pontoon | Seats 12

New
$194+/hour
50′ VIKING - Your Chartered Experience Awaits!
Events in Annapolis · 12 guests

50′ VIKING - Your Chartered Experience Awaits!

New
$841+/hour
21′ KENCRAFT | Center Console | Located On The South River
Powerboats in Annapolis · 6 guests

21′ KENCRAFT | Center Console | Located On The South River

New
$125+/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
2022 Sea Ray SDX Boat with Captain Included!
Powerboats in Edgewater · 6 guests

2022 Sea Ray SDX Boat with Captain Included!

New
Snoozed - Active 02 Aug 2025
Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!
Powerboats in Edgewater · 6 guests

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

5.0
$225/hour
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
Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
Sailing in Mayo · 6 guests

Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

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
$350/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
43ft Cruiser Express Yacht for Daily Charter
Events in Selby-on-the-Bay · 8 guests

43ft Cruiser Express Yacht for Daily Charter

5.0
$400/hour
Maxum 30ft Yacht! Escape for a day on the Chesapeake
Events in Selby-on-the-Bay · 6 guests

Maxum 30ft Yacht! Escape for a day on the Chesapeake

New
$350/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
$600+/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
Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
Powerboats in Annapolis · 6 guests

Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8
$95+/hour
Instant Book
SLOWDOWN - DUFOUR 430
Sailing in Annapolis · 12 guests

SLOWDOWN - DUFOUR 430

New
$250+/hour

Edgewater Reviews

  1. CB

    Caroline

    Private Yacht Charter: On 40ft Regal Commodore

    Captain Dennis is absolutely fantastic. Great communication, fabulous boat and amenities, and a wonderful captain. Would highly recommend!

  2. stephan

    stephan

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

    Tyler was an awesome host! His boat was great and he was very flexible and accommodating! We will definitely be using his services again!

  3. AJ

    Ari

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

    We had the BEST time and can't recommend highly enough! You will love it!

  4. hg

    hunter

    Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

    we did our engagement pictures on the boat & everything was great! Bill was super cooperative & made sure we got all of the best spots for pictures! highly recommend!

  5. JH

    Jeff

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

    Great boat, everything as advertised. And the boat captain (Nate) was wonderful.

  6. WB

    Winnie

    Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

    Capt. Bill was so accommodating and great with his communication. We had an emergency and he was very understanding. He gave my nine year old great information about the boat and the waters. He and Jonathan were very kind during our charter. It was a great first sail for our family!