Things to do in Chatham
Discover amazing Chatham activities and premium in-home experiences.
Cradled between rolling sand dunes and the restless Atlantic, Chatham captures the quintessential spirit of Cape Cod with its weathered shingles, salt-kissed breezes, and timeless sense of summer. Here, sunsets soften over lighthouse-dotted shores while a gentle rhythm echoes through seaside lanes—inviting you to slow down and savor coastal New England at its most enchanting.
Popular Activities in Chatham
Shark Center Chatham - General Admission
Explore interactive exhibits and learn about Great White Sharks during a self-guided visit.
Cape Cod Evening Cocktail and Ice Cream Cruise
Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard
Cape Cod Sunset Cocktail and Ice Cream Cruise
Watch Cape Cod's vibrant sunset while enjoying onboard cocktails and treats
Monomoy Seal Watching Cruise
Cruise shallow channels to observe Gray seals and historic lighthouses with a naturalist guide.
Cape Cod Half-Day Striper Fishing Charter
Chase striped bass on Cape Cod during a flexible 4.5-hour private charter for up to six guests
Four-Hour Fishing Charter
Cast lines in Cape Cod Bay with experienced crew and soak in scenic coastal views
Two-Hour Private Sunset Cruise in Wellfleet Harbor
Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.
Three-Hour Morning Cruise
Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.
Three Hour Private Day Cruise
Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.
Tandem Kayak Rental for Two
Enjoy flexible 24-hour to one-month kayak rentals and explore at your own pace.
24-Hour to 1-Month Canoe Rental on Cape Cod
Enjoy hassle-free paddling with flexible rental periods and no age restrictions.
Stand-Up Paddleboard Rental
Explore Cape Cod waters with flexible 24-hour to month-long paddleboard rentals.
Private Four-Hour Sail in Provincetown Harbor
Spend half a day sailing Cape Cod Bay with a private crew and optional swim stop.
Private Whale Watching Charter from Provincetown
Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.
Shared Whale Watch Charter
Discover feeding and nursing whales at Stellwagen Bank on an intimate boat tour
Kayak and Stand-Up Paddleboard Rentals
Glide across Nantucket Harbor on your choice of kayak or paddleboard
Rhodes 19 Sailboat Rental
Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center
Private Sailing Lesson on Nantucket
Build confidence on the water with a dedicated instructor and custom coaching for up to three sailors
Youth Private Sailing Lesson
Learn essential sailing skills in a personalized 1.5-hour session for kids aged 5–12
Sunset Whale Watch Cruise
Search for humpback and finback whales then savor a colorful Cape Cod sunset aboard the Beth Ann.
Provincetown Evening Harbor Cruise on the Beth Ann
Relax aboard the Beth Ann as you glide past Provincetown’s iconic lighthouses at sunset
Private Whale Watch Aboard Beth Ann
Experience close encounters with humpbacks and finbacks on an exclusive 3.5-hour charter
Sunset Sail at Cape Cod
Enjoy a relaxing two-hour cruise as daylight fades over the water
21ft Boston Whaler 210 Dauntless Boat Rental
Cruise Nantucket Harbor with up to 8 friends on a stable, powerful 200hp center-console.
Nantucket eFoil Lesson
Learn to ride an electric hydrofoil with expert instruction in Nantucket
Autocamp Half-Day Bike Rental
Pedal scenic Cape Cod trails with quality bikes and gear included for four hours.
Cape Cod Canal Full-Day Bike Rental
Pedal scenic canal paths at your own pace with quality bikes and included gear
Sandwich Great Marsh 2–3 Hour Kayak and Paddleboard Rental
Paddle scenic Cape Cod marshes at your own pace with quality gear included.
Lawrence Pond 2–3 Hour Kayak and Paddleboard Rental
Paddle Lawrence Pond at your own pace with included gear and flexible 2–3 hour rental.
2–3 Hour Mashpee Kayak and Paddleboard Rental
Explore Popponesset Bay with quality gear and the freedom to paddle for up to three hours.
In-Home Experiences
Large E-Bike Hybrid Rental on Cape Cod
Ride scenic Cape Cod trails with helmet and lock included
Private Beach Cruise
Cruise to Provincetown's pristine beaches for sun, scenery, and seaside fun.
Cape Cod Sunset Paddleboard Tour
Paddle calm Popponesset Bay at dusk and catch Cape Cod’s vivid sunset colors
Cape Cod Explorer Kayak Tour
Paddle secluded barrier beaches and spot local wildlife on this guided Cape Cod kayak outing
Cape Cod Sunset Kayak Tour
Paddle tranquil bays and witness a brilliant Cape Cod sunset on this guided tour
Kayak the Creek Nature Tour
Paddle serene tidal flats with certified guides and spot coastal wildlife on a relaxed two-hour excursion.
Experience the Charm of Chatham
Chatham is a delightful coastal town where Cape Cod's natural beauty meets New England charm. With its historic lighthouse, pristine beaches, and quaint Main Street shops, this picturesque destination offers an inviting escape for travelers seeking both relaxation and adventure. As you stroll through town, you'll feel the ocean breeze on your face and hear the gentle crash of waves in the distance—a reminder that you're never far from the sea.
Start your day with a visit to Chatham Lighthouse Beach, where soft sands stretch along azure waters perfect for sunbathing or beachcombing. For those who love nature walks, Monomoy National Wildlife Refuge provides forested trails teeming with local wildlife—ideal for birdwatching enthusiasts. In summer months, catch a baseball game at Veterans Field as part of Cape Cod’s storied league tradition.
Don't miss out on exploring Chatham’s vibrant arts scene; galleries dotting Main Street showcase works by talented local artists inspired by their stunning surroundings. Treat yourself to fresh seafood at one of many charming eateries or enjoy homemade ice cream while watching fishing boats return to harbor under golden sunsets. Whether it's savoring quiet moments by salt marshes or engaging in lively community events like Friday night band concerts in Kate Gould Park, Chatham promises memories filled with warmth and wonder.