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Explore Greetwell

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  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Chesapeake Beach, MD

    Showing 25-48 of 153 results
    Private Party Boat Charter in St. Michaels Harbor

    Private Party Boat Charter in St. Michaels Harbor

    Celebrate on the water with your own drinks, music, and company

    5.0 • 92 reviews
    $448/ boat
    90-Minute Potomac River Cruise in Washington

    90-Minute Potomac River Cruise in Washington

    Take in panoramic Potomac River views from a spacious public cruise

    4.4 • 27 reviews
    $58/ person
    Chesapeake Bay Sunset Champagne Sail in St. Michaels

    Chesapeake Bay Sunset Champagne Sail in St. Michaels

    Sail Chesapeake Bay at sunset with champagne and light bites

    5.0 • 1.4K reviews
    $270/ person
    Canoe Rental for 2 to 3 People in Alexandria

    Canoe Rental for 2 to 3 People in Alexandria

    Paddle scenic waters with flexible 2–4 hour hire durations

    4.6 • 114 reviews
    $48& up
    Deale Guided Kayak & Paddleboard Eco Tour

    Deale Guided Kayak & Paddleboard Eco Tour

    Paddle Deale’s tidal creeks with a guide who brings local estuaries and history to life

    4.6 • 36 reviews
    $27/ person
    Private 35' Yacht Charter With Captain in Washington DC

    Private 35' Yacht Charter With Captain in Washington DC

    Relax and celebrate on a stylish private cruise with stewardess service

    $1,284
    2-Hour Beer Tasting Cruise in St. Michaels

    2-Hour Beer Tasting Cruise in St. Michaels

    Sample six rotating craft beers aboard a modern catamaran

    5.0 • 1.4K reviews
    $270/ person
    Self-Drive Electric Retro Boat Rental at The Wharf DC
    Up to 4

    Self-Drive Electric Retro Boat Rental at The Wharf DC

    Take the Helm of a Classic Electric Boat on the Washington Channel

    4.8 • 387 reviews
    $218
    Sunset Kids Fishing Charter on the Potomac

    Sunset Kids Fishing Charter on the Potomac

    Teach young anglers to fish on a private Potomac River cruise

    5.0 • 15 reviews
    $716
    Fish the Potomac River in Washington, DC With Haz Life

    Fish the Potomac River in Washington, DC With Haz Life

    Fish the Potomac with Haz Life on a private, guided charter

    5.0 • 15 reviews
    $636& up
    24' Powerboat Rental in Edgewater
    Up to 12

    24' Powerboat Rental in Edgewater

    Cruise the South River with 250 HP power and an onboard toilet

    4.7 • 199 reviews
    $936/ boat
    19' Hurricane Boat Rental in Edgewater
    Up to 6

    19' Hurricane Boat Rental in Edgewater

    Take a versatile 19-foot boat out for watersports, dining stops, and easy cruising

    4.7 • 199 reviews
    $1,053/ boat
    Sail a Flying Scot in Alexandria
    Up to 6

    Sail a Flying Scot in Alexandria

    A Flying Scot sailboat rental for experienced sailors

    4.6 • 114 reviews
    $80/ boat
    Sunset Paddleboard Tour on Rockhold Creek

    Sunset Paddleboard Tour on Rockhold Creek

    A Friday evening creek paddle with live music and a lighted ride back

    4.6 • 36 reviews
    $27/ person
    Stand-Up Paddleboard Rental in St. Michaels, MD

    Stand-Up Paddleboard Rental in St. Michaels, MD

    Take to the water on a stand-up paddleboard

    $45/ paddleboard
    2-Hour Chesapeake Bay Sailing Cruise

    2-Hour Chesapeake Bay Sailing Cruise

    Sail the Miles River aboard a spacious catamaran

    5.0 • 1.4K reviews
    $242/ person
    Paddle Board Rental in Deale

    Paddle Board Rental in Deale

    Explore Deale's creeks and bay at your own pace on a paddle board

    4.6 • 36 reviews
    $32/ paddle board
    Sunset Yacht Cruise in Washington DC

    Sunset Yacht Cruise in Washington DC

    Raise a glass as you sail into the sunset

    $1,921
    Private Half-Day Sailing Charter in St. Michaels

    Private Half-Day Sailing Charter in St. Michaels

    Harbor views and wind-powered sailing on the Miles River

    5.0 • 1.4K reviews
    $2,346
    Tandem Kayak Rental in St. Michaels, MD

    Tandem Kayak Rental in St. Michaels, MD

    Share a kayak and paddle together

    $56/ kayak
    Private Captained Pontoon Charter From Gravelly Point

    Private Captained Pontoon Charter From Gravelly Point

    Celebrate on a spacious pontoon with a bathroom, sound system, and room to unwind

    $486/ boat
    Hands-On Beginner Sailing Lesson in Alexandria

    Hands-On Beginner Sailing Lesson in Alexandria

    Get a taste of sailing with hands-on time at the helm

    $214/ person
    23' Boat Rental in Edgewater
    Up to 6

    23' Boat Rental in Edgewater

    Cruise or fish aboard a stable 23-foot center console

    4.7 • 199 reviews
    $1,053/ boat
    Edgewater 26' Pontoon Rental
    Up to 10

    Edgewater 26' Pontoon Rental

    Relax and cruise the South River on a spacious pontoon

    4.7 • 199 reviews
    $936/ boat
    1234567
    Chesapeake Beach Things To Do
    Boat Tours36Museum Tours30Historical Tours26Boat Rentals25Kayaking Tours22
    More
    • Sailing20
    • Yacht Charters19
    • Bus Van and Limo Tours15
    • Bike Rentals8
    • Bike Tours8
    • Fishing Charters8
    • Food Tours8

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

    Sporting Events8
  • City Tours7
  • Historical Sites and Monuments7
  • Day Trips6
  • Photography Tours6
  • Private Transfers6
  • Stand Up Paddle Boarding6
  • Wine Tours6
  • Canoeing5
  • Audio Tours4
  • Paddleboarding4
  • Wine Tasting4
  • Ghost and Haunted3