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    All listings in Annapolis

    Search yacht rentals in Annapolis, Maryland.

    5.0
    (219 Reviews)

    Page 1 of 2 • 30 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    $350/hr | 12 PPL | SLX 350
    Events in Annapolis · 12 guests

    $350/hr | 12 PPL | SLX 350

    4.9
    Superowner
    $350/hour
    Instant Book
    $600hr | 12 Guests | 2 hrs Min | SLX400
    Events in Edgewater · 12 guests

    $600hr | 12 Guests | 2 hrs Min | SLX400

    5.0
    Superowner
    $600/hour
    Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
    Events in Annapolis · 8 guests

    Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

    5.0
    $300/hour
    $1250 2hrs| 12 Guests | 39ft Regal
    Events in Arnold · 12 guests

    $1250 2hrs| 12 Guests | 39ft Regal

    5.0
    Superowner
    $600/hour
    $300hr | 10 Guests | Chesapeake Beach
    Events in North Beach · 11 guests

    $300hr | 10 Guests | Chesapeake Beach

    5.0
    Superowner
    $300/hour
    Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine
    Events in Edgewater · 10 guests

    Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine

    5.0
    $500/hour
    Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay
    Sailing in Mayo · 6 guests

    Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

    5.0
    $150+/hour
    $3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley
    Powerboats in Saint Michaels · 13 guests

    $3K 4hrs | 13 Guests | St. Michaels & Annapolis | Hinckley

    New
    Superowner
    $750/hour
    Instant Book
    Private Yacht Charter: On 40ft Regal Commodore
    Events in Selby-on-the-Bay · 10 guests

    Private Yacht Charter: On 40ft Regal Commodore

    5.0
    $400/hour
    Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included
    Sailing in Saint Michaels · 6 guests

    Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included

    New
    $585/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
    $425/hour
    Charter 44' Orana Cruising Catamaran In Deale, Maryland
    Sailing in Deale · 10 guests

    Charter 44' Orana Cruising Catamaran In Deale, Maryland

    5.0
    $250+/hour
    Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests
    Powerboats in Edgewater · 25 guests

    Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests

    5.0
    $475+/hour
    $375hr | 12 Guests | Annapolis Area
    Events in Edgewater · 12 guests

    $375hr | 12 Guests | Annapolis Area

    New
    Superowner
    $375/hour
    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
    Sailing in Annapolis · 12 guests

    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

    5.0
    $1,100/hour
    Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht
    Events in Annapolis · 128 guests

    Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

    5.0
    $480+/hour
    Limited Availability
    Charter 42' Lagoon Catamaran in Annapolis, MD
    Sailing in Annapolis · 12 guests

    Charter 42' Lagoon Catamaran in Annapolis, MD

    5.0
    $425/hour
    $650HR | 12 Guests | Annapolis |50ft Prestige
    Events in Annapolis · 13 guests

    $650HR | 12 Guests | Annapolis |50ft Prestige

    New
    Superowner
    $650/hour
    $1000hr | 14 Guests | Chesapeake Bay
    Events in Edgewater · 13 guests

    $1000hr | 14 Guests | Chesapeake Bay

    New
    Superowner
    $1,000/hour
    Sea Ray SLX 350 for 12 ppl in Annapolis/ Kent Island
    Events in Annapolis · 12 guests

    Sea Ray SLX 350 for 12 ppl in Annapolis/ Kent Island

    New
    Superowner
    $390/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
    High Demand
    Luxury 2022 Excess 11 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury 2022 Excess 11 Catamaran for 12 in Annapolis

    New
    $344+/hour
    Dufour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Dufour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $216+/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $344+/hour

    Top Destinations Nearby

    Motor Yacht Reviews in Annapolis

    1. SY

      Sarah

      Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests

      The boat and crew were perfect for a bachelorette party! Captain Steve and Sarah couldn’t have been nicer or cooler throughout the ride. They were very accommodating and were on top of communicating, especially with the possibility of bad weather. The day and process couldn’t have gone better!

    2. SM

      Shanickia

      Cruise The Annapolis Area Chesapeake on a Classic 46’ Downeast – Up to 25 Guests

      This experience couldn’t be better! We booked for my sisters 30th birthday.. and had an amazing time. We came with our own decor and food.. but Sarah made the vibes comfortable for us! Def a lit time!

    3. EC

      Emily

      Charter 44' Orana Cruising Catamaran In Deale, Maryland

      Had a group with me and they had a blast. Weather started as misty and then became wonderfully sunny along the way. Hoping to see some sea life but alas none waves were pretty choppy. Boat was wonderful.

    4. aw

      aden

      $350/hr | 12 PPL | SLX 350

      Hi AJ, We had an amazing time! Everything was exactly as advertised, and they provided everything they promised. A huge thank you to Captain Justin for being such a wonderful host and making the experience so much fun. Highly recommend!

    5. VH

      Veronica

      Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

      The best boat experience I’ve had. The boat is nice and clean. Captain McCoy makes you feel safe and comfortable the entire time. Will definitely book again if I’m ever back in the area.

    6. MD

      Maria

      Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

      Amazing experience, enjoyed every minute of it!

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