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  • 10 Top Places for the Best Snowmobiling in the US
  • Best 183

    things to do in Chatham, MA

    Showing 49-72 of 183 results
    Historic Nantucket Guided Tour

    Historic Nantucket Guided Tour

    Hear Nantucket’s Quaker and maritime stories at landmark stops

    4.8 • 94 reviews
    $50/ person
    Sand Dune Tour & Artists' Dune Shacks in Provincetown

    Sand Dune Tour & Artists' Dune Shacks in Provincetown

    Discover the dune landscape that has inspired generations of artists and writers

    4.9 • 590 reviews
    $47/ person
    Private Whale Watching Charter in Provincetown
    Up to 6

    Private Whale Watching Charter in Provincetown

    Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.

    4.7 • 67 reviews
    $769
    Kayak & Paddleboard Rental in East Sandwich

    Kayak & Paddleboard Rental in East Sandwich

    Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

    5.0 • 226 reviews
    $84/ kayak
    Cape Cod Evening Cocktail & Ice Cream Cruise

    Cape Cod Evening Cocktail & Ice Cream Cruise

    Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard

    4.6 • 82 reviews
    $38/ person
    Sail Provincetown on the Schooner Hindu

    Sail Provincetown on the Schooner Hindu

    Sail Cape Cod Bay on the historic Schooner Hindu

    $64/ person
    1.5-Hour Chatham Harbor & Seal Tour

    1.5-Hour Chatham Harbor & Seal Tour

    Share a Chatham Harbor motorboat cruise and look for seals

    4.8 • 140 reviews
    $61/ person
    Nantucket Harbor Kayak & Paddleboard Rentals

    Nantucket Harbor Kayak & Paddleboard Rentals

    Glide across Nantucket Harbor on your choice of kayak or paddleboard

    5.0 • 2 reviews
    $42
    Historic Cemetery Lantern Ghost Tour in Harwich

    Historic Cemetery Lantern Ghost Tour in Harwich

    Meet ghostly hosts with Revolutionary War stories to tell

    4.5 • 8 reviews
    $11/ person
    Low-Tide Fat Bike Tour of Brewster Flats

    Low-Tide Fat Bike Tour of Brewster Flats

    See Cape Cod Bay's low-tide sands by fat bike

    5.0 • 195 reviews
    $95/ person
    Cruise Wellfleet Harbor on a 3-Hour Morning Charter

    Cruise Wellfleet Harbor on a 3-Hour Morning Charter

    Private 3-hour morning bay cruise for up to 6

    5.0 • 67 reviews
    $689
    Private Half-Day Striped Bass Fishing Charter on Cape Cod

    Private Half-Day Striped Bass Fishing Charter on Cape Cod

    Fish Cape Cod waters on a 4.5-hour private charter for up to 6

    5.0 • 67 reviews
    $786& up
    Private Stellwagen Bank Whale Watch in Provincetown

    Private Stellwagen Bank Whale Watch in Provincetown

    Book a private whale watch to Stellwagen Bank in Provincetown

    4.9 • 181 reviews
    $922
    Private Bronco Dune Tour in Provincetown

    Private Bronco Dune Tour in Provincetown

    Take in the dunes from an open-air Ford Bronco

    4.9 • 590 reviews
    $276
    Shared Whale Watching Charter in Provincetown

    Shared Whale Watching Charter in Provincetown

    Share a whale watch trip from Provincetown and split the boat with other travelers

    4.7 • 67 reviews
    $196/ person
    3-Hour Popponesset Bay Kayak & Paddleboard Rental

    3-Hour Popponesset Bay Kayak & Paddleboard Rental

    Set your own course across Popponesset Bay

    5.0 • 226 reviews
    $85
    2-Hour Efoil Lesson in Nantucket, MA

    2-Hour Efoil Lesson in Nantucket, MA

    Learn to ride a LIFT eFoil with a 2-hour lesson for up to 3 or 6 riders

    5.0 • 43 reviews
    $848& up
    2-Hour Sunset Sail in Provincetown

    2-Hour Sunset Sail in Provincetown

    Sail Provincetown at sunset on the historic Schooner Hindu

    $94/ person
    Watch July 4th Fireworks Cruise in Pleasant Bay

    Watch July 4th Fireworks Cruise in Pleasant Bay

    Charter a private boat for Pleasant Bay’s Fourth of July fireworks

    4.8 • 140 reviews
    $2,150
    Youth Private Sailing Lesson at Jetties Beach

    Youth Private Sailing Lesson at Jetties Beach

    Build sailing skills with a private youth lesson for up to 3 sailors

    5.0 • 2 reviews
    $212
    Historic Guided Tour of Nantucket

    Historic Guided Tour of Nantucket

    Trace Nantucket’s Quaker and maritime past on a private narrated ride

    4.8 • 94 reviews
    $37& up
    2-Hour Guided SUP Tour in Mashpee

    2-Hour Guided SUP Tour in Mashpee

    Paddle Cape Cod’s quiet marshes with guidance for every experience level

    5.0 • 195 reviews
    $85/ person
    Cruise Wellfleet on a Private 3-Hour Day Charter

    Cruise Wellfleet on a Private 3-Hour Day Charter

    Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time

    5.0 • 67 reviews
    $689
    Cruise Monomoy for Seals & Seabirds

    Cruise Monomoy for Seals & Seabirds

    See Monomoy seals up close on a small-group harbor cruise

    5.0 • 67 reviews
    $337& up
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    Bike Rentals30Boat Tours26Sailing17Guided Hikes15Kayaking Tours11
    More
    • Paddleboarding11
    • Private Fishing Charters8
    • Fishing Charters7
    • Stand Up Paddle Boarding7
    • Boat Rentals6
    • Yacht Charters6
    • Sunrise and Sunset Tours5
    • Whale Watching5
    • Kiteboarding3
    • Scenic Flights3
    • Water Skiing3