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Browse Maryland Boat Rentals.

Page 8 of 8181 listings

2023 12ft Highfield Tender
Powerboats in Annapolis · 4 guests

2023 12ft Highfield Tender

5.0
Snoozed - Active 04 Jul 2025
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
Snoozed - Active 02 Jul 2025
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
Cruising the South River. South of Annapolis.
Powerboats in Annapolis · 4 guests

Cruising the South River. South of Annapolis.

5.0
Snoozed - Active 04 Jul 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
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
Snoozed - Active 04 Jul 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 02 Aug 2025

Maryland Reviews

  1. RM

    Rachel

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

    Michael is a great host. He’s so nice and hangs out with us. We really enjoyed his boat!

  2. J

    Jorge Alcazar

    2023 12ft Highfield Tender

    Alan made the extra effort to ensure the boat was ready on arrival and made return very simple. The boat fit exactly we will always recommend reach out to the best. He has proven support over and over !

  3. 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!

  4. BM

    Bernadette

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

    Capt Michael is amazing. His boat is beautiful and well maintained. He is friendly, professional and knows how to Captain. He was very flexible and understanding when we had a change of plans and dropped off some of our crew at another location. We highly recommend him for your fun day out on the bay and we will be booking him again!

  5. DL

    Debbie

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

    Everything went perfectly, from the time I initially reached out to the return back to the marina. Michael is an excellent captain, his boat is pristine in every way, and the trip was the best way imaginable to spend my daughters birthday with her 3 BFFs and their moms. I will be sure to consider Michael and his boat for another way to celebrate or spend a day on the water. He was flexible, communicative, knowledgeable, friendly, and willing to assure us all the best day ever. Can't be more grateful!

  6. 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!