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    Baltimore, Maryland Boat Rentals & Yacht Charters

    5.0
    (596 Reviews)

    Page 2 of 2 • 46 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    27' Godfrey Tritoon Pontoon Boat - Perfect for Cruising and Entertaining
    Powerboats in Annapolis · 12 guests

    27' Godfrey Tritoon Pontoon Boat - Perfect for Cruising and Entertaining

    New
    $175+/hour
    Luxury 2022 Excess 11 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury 2022 Excess 11 Catamaran for 12 in Annapolis

    New
    $335+/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
    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
    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay
    Sailing in Annapolis · 12 guests

    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay

    New
    $334+/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
    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $210+/hour
    Big Thrills, Big Water, Big Fun — Introducing the 24′ Hurricane Sundeck
    Powerboats in Annapolis · 12 guests

    Big Thrills, Big Water, Big Fun — Introducing the 24′ Hurricane Sundeck

    New
    $175+/hour
    Perfect 10-Seater Pontoon for Cruising DMV Waters - Annapolis, Baltimore, & D.C.
    Powerboats in Baltimore · 10 guests

    Perfect 10-Seater Pontoon for Cruising DMV Waters - Annapolis, Baltimore, & D.C.

    New
    $200/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $335+/hour
    23ft Parker Center Console | Seats 6 | Edgewater, Maryland
    Powerboats in Annapolis · 6 guests

    23ft Parker Center Console | Seats 6 | Edgewater, Maryland

    New
    $125+/hour
    Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising
    Events in Annapolis · 12 guests

    Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

    New
    $1,280/hour
    House-Yacht for Relaxing on the Water in Quiet Luxury
    Powerboats in Baltimore · 6 guests

    House-Yacht for Relaxing on the Water in Quiet Luxury

    New
    $250/hour
    Azimut 43 Yacht - Your Day, Your Itinerary!
    Events in Baltimore · 6 guests

    Azimut 43 Yacht - Your Day, Your Itinerary!

    New
    $685/hour
    Newest Electric Powered Luxury Deck Boat - Extra Large Deck- Full Day Bed
    Powerboats in Annapolis · 9 guests

    Newest Electric Powered Luxury Deck Boat - Extra Large Deck- Full Day Bed

    New
    $275+/hour
    Quest Sportsman 12 Jon Boat: Perfect for rivers and lakes in Baltimore Highlands
    Fishing in Baltimore · 2 guests

    Quest Sportsman 12 Jon Boat: Perfect for rivers and lakes in Baltimore Highlands

    New
    $50/hour
    22’ Bayliner Cruiser with Onboard Water and Toilet - 8 People
    Powerboats in Dundalk · 8 guests

    22’ Bayliner Cruiser with Onboard Water and Toilet - 8 People

    New
    $125/hour
    34ft Sailing Yacht in Annapolis, Maryland
    Sailing in Annapolis · 4 guests

    34ft Sailing Yacht in Annapolis, Maryland

    New
    $250/hour
    38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests
    Sailing in Essex · 12 guests

    38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

    5.0
    Snoozed - Active 27 Jun 2026
    30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity
    Powerboats in Annapolis · 6 guests

    30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity

    New
    Snoozed - Active 25 Aug 2026
    Cruise the Chesapeake on Bay Lady
    Powerboats in Essex · 5 guests

    Cruise the Chesapeake on Bay Lady

    New
    Snoozed - Active 09 Jul 2026
    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity
    Powerboats in Annapolis · 32 guests

    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity

    New
    Snoozed - Active 25 Aug 2026

    Top Destinations Nearby

    Baltimore Reviews

    1. DZ

      Dunja

      38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

      Captain Shane and Captain Andy were extremely communicative and helpful throughout the entire process from booking all the way through the excursion. The catamaran was clean, beautiful, and the entire charter was a great experience! I would strongly recommend S&S and if I ever host another boating event, I know who to go to!

    2. NW

      Nicole

      38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

      I hosted my 50th birthday on this vessel!! Absolutely, positively an amazing experience! The vessel is absolutely beautiful and spacious. There was plenty of room on this vessel for my 12 guests! The Captain Shane provided excellent customer service throughout the entire trip. He very responsive to any questions that I had !!! If you want an stellar experience, this is the way to go!!!!!!

    3. TA

      Tanya

      38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

      This was an amazing experience. We had a great Captain and the whole operation is very well run. Thank you for making this an amazing 70th birthday.

    4. TF

      Thomas

      38ft Seawind 1160 Luxury Sailing Catamaran in Essex, Maryland for 12 Guests

      Trip was very nice and we had a great time. The captain was very professional and the first mate helpful.

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