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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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Browse by Experience

Tours & Sightseeing

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Adventure & Active

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Rentals & Charters

  • Boat Rentals
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  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

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  • How to Budget for Yacht Charter Costs
  • Best 374

    things to do in Annapolis, MD

    Showing 265-288 of 374 results
    Canoe Rental in Annapolis

    Canoe Rental in Annapolis

    Paddle from Eastport or take a canoe to your favorite launch spot

    4.9 • 173 reviews
    $41/ canoe
    Annapolis Stand-Up Paddleboard Rental

    Annapolis Stand-Up Paddleboard Rental

    Flexible paddleboard rentals for your time on the water

    4.9 • 173 reviews
    $29/ paddleboard
    38' Sailing Catamaran Charter in Essex

    38' Sailing Catamaran Charter in Essex

    Sail the Middle River and Chesapeake aboard a private luxury catamaran

    4.9 • 145 reviews
    $1,680& up
    Washington DC 33' Yacht Charter

    Washington DC 33' Yacht Charter

    Cruise the DC Waterfront with premium onboard entertainment and bow seating

    4.9 • 145 reviews
    $1,344& up
    Kent Narrows 90-Minute Sightseeing Cruise

    Kent Narrows 90-Minute Sightseeing Cruise

    Cruise Kent Narrows waterways with local narration and panoramic views

    5.0 • 37 reviews
    $45/ person
    Sunset Cruise in Kent Narrows

    Sunset Cruise in Kent Narrows

    Toast the evening on a Chesapeake Bay cruise with an onboard full bar

    5.0 • 37 reviews
    $45/ person
    2-Hour Private Chesapeake Bay Boat Charter

    2-Hour Private Chesapeake Bay Boat Charter

    Celebrate your occasion aboard a private party boat on Chesapeake Bay

    5.0 • 37 reviews
    $1,674& up
    Fall Foliage Cruise in Kent Narrows

    Fall Foliage Cruise in Kent Narrows

    Cruise Chesapeake Bay waterways with fall views and complimentary warm apple cider

    5.0 • 37 reviews
    $45/ person
    Autumn Sunset Cruise in Kent Narrows

    Autumn Sunset Cruise in Kent Narrows

    Cruise Eastern Bay and the Chester River as autumn colors give way to sunset

    5.0 • 37 reviews
    $45/ person
    Jet Ski Rental in Baltimore

    Jet Ski Rental in Baltimore

    Take to the water in Baltimore

    5.0 • 37 reviews
    $140/ jet-ski
    3-Rider Jet Ski Rental on Chesapeake Bay

    3-Rider Jet Ski Rental on Chesapeake Bay

    Take the controls for a Chesapeake Bay jet ski ride

    5.0 • 36 reviews
    $101& up
    Holiday Lights Photography Tour in Kensington

    Holiday Lights Photography Tour in Kensington

    Capture the temple’s holiday light displays with expert nighttime photography guidance

    4.9 • 74 reviews
    $106/ person
    Holiday Photography Class at Hillwood Museum

    Holiday Photography Class at Hillwood Museum

    Capture Hillwood's holiday interiors with guidance for any camera or phone

    4.9 • 74 reviews
    $106/ photographer
    Night Photography Workshop in Las Vegas

    Night Photography Workshop in Las Vegas

    Frame neon, desert relics, and dam architecture with a Las Vegas pro

    4.9 • 74 reviews
    $872/ person
    18' Picnic Boat Rental on Anacostia River in DC
    Up to 8

    18' Picnic Boat Rental on Anacostia River in DC

    Cruise the Potomac with your own food, drinks, and music on an 18-foot picnic boat.

    4.9 • 68 reviews
    $426
    Private 18' Picnic Boat Cruise on Baltimore's Inner Harbor
    Up to 8

    Private 18' Picnic Boat Cruise on Baltimore's Inner Harbor

    Make Baltimore’s waterfront your backdrop for a private picnic on the water

    4.9 • 68 reviews
    $426/ boat
    Cherry Blossom Guided Bike Tour in Washington DC

    Cherry Blossom Guided Bike Tour in Washington DC

    Ride with a guide past DC’s cherry blossoms and Tidal Basin memorials

    4.8 • 7K reviews
    $65/ person
    Party Boat Cruise at The Wharf

    Party Boat Cruise at The Wharf

    Bring your own food and drinks for a relaxed private cruise with music and river views

    4.8 • 387 reviews
    $62/ person
    2-Hour Navy Yard Sightseeing Cruise

    2-Hour Navy Yard Sightseeing Cruise

    Sail the Anacostia and Potomac with an onboard bar and landmark views

    4.8 • 387 reviews
    $66/ person
    Private Tiki Cruise in Washington, DC

    Private Tiki Cruise in Washington, DC

    Celebrate on a private floating bar cruise past Washington, DC landmarks

    4.8 • 387 reviews
    $60/ person
    Tiki Cruise in Washington, DC

    Tiki Cruise in Washington, DC

    Cruise the Potomac with a welcome drink, onboard bar, and waterfront views

    4.8 • 387 reviews
    $72/ person
    Private Pink Pontoon Boat Cruise in Washington DC

    Private Pink Pontoon Boat Cruise in Washington DC

    Set your own soundtrack for a private outing on the Potomac

    4.9 • 30 reviews
    $560
    Private Potomac River Sightseeing Cruise in Washington, D.C.

    Private Potomac River Sightseeing Cruise in Washington, D.C.

    Cruise the Potomac in a private cabin boat for up to 6 guests

    5.0 • 15 reviews
    $1,325& up
    Private Sunset Cruise on the Potomac in Washington, D.C.

    Private Sunset Cruise on the Potomac in Washington, D.C.

    Cruise the Potomac at sunset on a private boat for up to 6

    5.0 • 15 reviews
    $1,325
    1…111213…16
    Boat Tours34Museum Tours33Historical Tours32Boat Rentals23Yacht Charters21
    More
    • Kayaking Tours18
    • Bus Van and Limo Tours17
    • Sailing17
    • Historical Sites and Monuments16
    • Sporting Events9
    • Food Tours8
    • Heritage Walks8
    • Axe Throwing7
    • City Tours7
    • Day Trips7
    • Bike Tours6
    • Photography Tours6
    • Private Transfers6
    • Wine Tours6
    • Cooking Classes5
    • Paddleboarding5
    • Audio Tours4
    • Fishing Charters4
    • Jet Skiing4
    • Stand Up Paddle Boarding4