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The Best Boat Rentals in Chesapeake Bay

Browse, book, and get out onto the water with local captains and boat owners.

    Book Now in Chesapeake Bay

    Boat Rentals Available for Instant Booking in Chesapeake Bay

    • Bugatti JetBoat For Rent in Washington, District of Columbia - $300Hr
      Powerboats in Washington · 4 guests

      Bugatti JetBoat For Rent in Washington, District of Columbia - $300Hr

      5.0
      Superowner
      Best of 2025
      $300/hour
      Instant Book
    • $200hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350
      Events in Washington · 12 guests

      $200hr M-Th | $350hr F-Su | 12 ppl | Luxury Yacht SLX 350

      5.0
      Superowner
      Best of 2025
      $350/hour
      Instant Book
    • 38-ft Hunter 376 Sailing Adventure in Annapolis
      Sailing in Annapolis · 6 guests

      38-ft Hunter 376 Sailing Adventure in Annapolis

      5.0
      Superowner
      $138+/hour
      Instant Book
    • Great Center Console for rent in Ocean City
      Powerboats in Ocean City · 6 guests

      Great Center Console for rent in Ocean City

      4.8
      $150/hour
      Instant Book
    • Brand New 25ft Crownline for Charter in Stone Harbor!
      Powerboats in Stone Harbor · 6 guests

      Brand New 25ft Crownline for Charter in Stone Harbor!

      5.0
      $200/hour
      Instant Book
    • Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!
      Powerboats in Colonial Beach · 6 guests

      Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

      5.0
      $160/hour
      Instant Book
    • SEARAY SLX400 | $650hr | 13 People
      Events in Washington · 13 guests

      SEARAY SLX400 | $650hr | 13 People

      5.0
      Superowner
      Best of 2025
      $650/hour
      Instant Book
    • Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
      Sailing in Gloucester Point · 6 guests

      Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

      5.0
      Superowner
      $125/hour
      Instant Book
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    Our Favorite Boat Rentals in Chesapeake Bay

    5 (1,537 reviews)

    •

    • 53' Luxury Yacht for Charter in Washington, District of Columbia
      Events in Washington · 12 guests

      53' Luxury Yacht for Charter in Washington, District of Columbia

      5.0
      Superowner
      $300/hour
      Instant Book
    • Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
      Sailing in Oxon Hill · 6 guests

      Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

      5.0
      $240/hour
    • 50' Come enjoy the DC view on the Potomac river aboard Sancha. $350HR to $425HR
      Events in Washington · 12 guests

      50' Come enjoy the DC view on the Potomac river aboard Sancha. $350HR to $425HR

      5.0
      $375+/hour
    • 50’ Sea Ray Luxury Yacht on the Potomac. Experience luxury!
      Events in Washington · 12 guests

      50’ Sea Ray Luxury Yacht on the Potomac. Experience luxury!

      4.6
      Best of 2025
      $450+/hour
    • Paint, party and yacht with us! Climb aboard the 45ft Sea Ray
      Events in Washington · 12 guests

      Paint, party and yacht with us! Climb aboard the 45ft Sea Ray

      4.7
      $345+/hour
      Instant Book
    • $250hr M-Th | $350 F-Su | 13 ppl | Luxury Boat
      Powerboats in Washington · 13 guests

      $250hr M-Th | $350 F-Su | 13 ppl | Luxury Boat

      5.0
      Superowner
      Best of 2025
      $350/hour
    • Luxurious Godfrey SweetWater Tritoon
      Powerboats in Fort Washington · 10 guests

      Luxurious Godfrey SweetWater Tritoon

      5.0
      $175/hour
    • $200hr | 7 PPL | Cobalt Cruiser
      Powerboats in Arlington · 7 guests

      $200hr | 7 PPL | Cobalt Cruiser

      5.0
      Superowner
      Best of 2025
      $200/hour
    • Experience the Serenity of Sailing SV Magic
      Sailing in Mayo · 6 guests

      Experience the Serenity of Sailing SV Magic

      4.9
      $165/hour
    • $400/hr Weekday & $750/hr Weekend
      Events in Washington · 20 guests

      $400/hr Weekday & $750/hr Weekend

      4.7
      Superowner
      Best of 2025
      $750/hour
    • Party on Catamaran |15 People | $300hr
      Powerboats in Washington · 15 guests

      Party on Catamaran |15 People | $300hr

      5.0
      Superowner
      Best of 2025
      $400/hour
    • Starting at $50 HR | 16ft Center Console | York River | Fishing license included
      Powerboats in Gloucester Point · 4 guests

      Starting at $50 HR | 16ft Center Console | York River | Fishing license included

      5.0
      $50+/hour
      Instant Book
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    Suggested Searches

    This weekend$100-$300 trips2-4 peopleCaptained

    Types of Boats Popular in Chesapeake Bay

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    Most Popular Yacht Rentals in Chesapeake Bay

    • Luxurious Silverton 35ft Convertible Motor Yacht in Washington, DC
      Events in Washington · 12 guests

      Luxurious Silverton 35ft Convertible Motor Yacht in Washington, DC

      5.0
      $375/hour
    • $200 All Day Water Toys for Rent
      Events in Washington · 20 guests

      $200 All Day Water Toys for Rent

      New
      Superowner
      Best of 2025
      $200/day
    • $300 per hour | 8 PPl | Water Activity + Grill BBQ | Monterey 322 Cruiser
      Events in Washington · 8 guests

      $300 per hour | 8 PPl | Water Activity + Grill BBQ | Monterey 322 Cruiser

      5.0
      Superowner
      Best of 2025
      $300/hour
    • Charter the 34ft Sundancer Motor Yacht in Washington, DC
      Events in Washington · 8 guests

      Charter the 34ft Sundancer Motor Yacht in Washington, DC

      5.0
      $250/hour
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    Most Popular Sailboat Rentals in Chesapeake Bay

    • SLOWDOWN - DUFOUR 430
      Sailing in Annapolis · 12 guests

      SLOWDOWN - DUFOUR 430

      New
      $250+/hour
    • Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
      Sailing in Saint Michaels · 6 guests

      Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

      New
      $400/hour
    • 2014 CATALINA 445 Sailboat for Amazing Day in Chesapeake Bay!
      Sailing in Annapolis · 12 guests

      2014 CATALINA 445 Sailboat for Amazing Day in Chesapeake Bay!

      New
      $250+/hour
    • FOUNTAINE PAJOT HELIA 44 CATAMARAN
      Sailing in Annapolis · 12 guests

      FOUNTAINE PAJOT HELIA 44 CATAMARAN

      New
      $400+/hour
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    Recent Reviews in Chesapeake Bay

    Top Boat Rental Locations in the United States

    How To Book on Getmyboat

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