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Browse Maryland Boat Rentals.

Page 8 of 8181 listings

41’ Bristol Sailboat Charter in Solomons Island, MD
Sailing in Solomons · 6 guests

41’ Bristol Sailboat Charter in Solomons Island, MD

New
$90/hour
VIKO 30 Premium Sailing Yacht In Deale, MD
Sailing in Deale · 5 guests

VIKO 30 Premium Sailing Yacht In Deale, MD

New
$925/day
Sea Ray Sundancer 55' Tours on the Potomac River
Events in Woodbridge · 6 guests

Sea Ray Sundancer 55' Tours on the Potomac River

New
$600/hour
34ft Sailing Yacht in Annapolis, Maryland
Sailing in Annapolis · 4 guests

34ft Sailing Yacht in Annapolis, Maryland

New
$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
Snoozed - Active 23 Jun 2025
Wind Runner, Sun Surfer - Cruise in DC Waters
Powerboats in Arlington · 8 guests

Wind Runner, Sun Surfer - Cruise in DC Waters

5.0
Snoozed - Active 02 Nov 2025
Luxury cruise on the Chesapeake - Leave your stress in the wake!
Events in Selby-on-the-Bay · 12 guests

Luxury cruise on the Chesapeake - Leave your stress in the wake!

5.0
Snoozed - Active 23 Jun 2025
23' Malibu Wakesetter LSV in Mineral, Virginia
Powerboats in Richmond · 10 guests

23' Malibu Wakesetter LSV in Mineral, Virginia

5.0
Snoozed - Active 02 Jan 2026
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
Still Crazy II - Cruise the Chesapeake in luxury! (Captain Included)
Powerboats in Pasadena · 10 guests

Still Crazy II - Cruise the Chesapeake in luxury! (Captain Included)

New
Snoozed - Active 02 Jul 2025
Watch the Blue Angels Annapolis 2025 May 20 practice & May 21 show.
Powerboats in Annapolis · 12 guests

Watch the Blue Angels Annapolis 2025 May 20 practice & May 21 show.

New
Snoozed - Active 04 Jul 2025
Cruise the Chesapeake on Bay Lady
Powerboats in Essex · 5 guests

Cruise the Chesapeake on Bay Lady

New
Snoozed - Active 02 Sep 2025
Sea Ray 36ft Motor Yacht Rental in Washington, District of Columbia
Events in Washington · 10 guests

Sea Ray 36ft Motor Yacht Rental in Washington, District of Columbia

New
Snoozed - Active 09 Jun 2025

Maryland Reviews

  1. SM

    Scott

    Luxury cruise on the Chesapeake - Leave your stress in the wake!

    Captain Scott helped make Mother's Day for my Fiance the best she's ever experienced!

  2. Jordan

    Jordan

    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!

  3. AB

    Alexandra

    23' Malibu Wakesetter LSV in Mineral, Virginia

    If you are looking for a great time on the water in a bad ass boat, Antonio is the guy for you! So easy to communicate with, knew all the hostpots on the lake, and had a beautiful boat. We all will remember this trip for a lifetime. Definitely recommend!

  4. JF

    JAMIE

    23' Malibu Wakesetter LSV in Mineral, Virginia

    First time renting this boat and I will DEFINITELY be renting it again soon. Great communication from start to end. The boat itself is nice and super fun. The owner worked well with me on every aspect. In would recommend these guys to anyone.

  5. Michael

    Michael

    23' Malibu Wakesetter LSV in Mineral, Virginia

    Nice boat and our captain Brandon know Lake Anna very well. He showed us around and guided us in Lake Anna. This was a discovery trip for us and it was very good.

  6. DW

    Dominique

    50ft Catamaran Charter with Water Toys - Annapolis, MD

    Amazing experience! Amazing, professional crew! It was very easy to book from the beginning. We had an amazing time! Group of 12.