Harbor days, island escapes, local traditions, and one more scoop.
Explore our original sightseeing favorites alongside shellfishing, Nantucket ferries, fishing charters, seasonal celebrations, and our top five nearby ice cream stops.
The Chatham Chamber calendar has dated listings for concerts, arts, family activities, and community events. Choose the month of your stay to plan your visit.
Open Events Calendar ↗A Chatham recreational shellfish permit is required. Before heading onto the flats, check the town’s current openings, harvest limits, and rules.
Rules & open areas ↗Nantucket departures are available from Harwich Port and Hyannis. Sailings depend on the season and weather—reserve ahead and check your return trip.
Browse ferries below ↓
48 Crowell Road, Chatham, MA 02633
Rent a bike beside the Chatham bike-path entrance. Options include hybrids, beach cruisers, pedal-assist electric bikes, road and fat bikes, children’s bikes, and child trailers. Rentals include a helmet, lock, and map. Contact the shop for current availability, delivery options and booking arrangements.
Photo: Wheelhouse Bike Co. / Sarah Upton Bergquist ↗
Veterans Field, Depot Road, Chatham
Catch Cape Cod Baseball League action at Veterans Field. Check the team schedule for home games during your stay.
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30 Wikis Way, Chatham
Explore the Morris Island trails, coastal habitats, and birdlife. Check refuge access notices before visiting.
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37 Main Street / Bridge Street, Chatham
An iconic lighthouse overlooking the Atlantic. Enjoy the view, and check the Coast Guard Auxiliary’s schedule for available tours.
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831 Orleans Road, North Chatham
Discover wireless communication and maritime history through museum exhibits, educational programs, and lectures.
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Chatham & Pleasant Bay
Explore local waterways aboard the yellow Beachcomber boats. Check current seal-watch and beach-shuttle offerings when booking.
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Chatham Yacht Basin, Chatham
A recommendation from our original guide for private sightseeing and sunset cruises. Contact the marina to confirm current operators and departure details.
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Chatham Fish Pier, Chatham
A fishing recommendation from our original guide with Captain Bruce Peters. Confirm current trips, availability, and departure arrangements directly.
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209 Seaview Street, Chatham
Enjoy a scenic nine-hole golf outing close to downtown. Visit the course website for current booking information and rates.
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637 Main Street, Chatham
Make time for a movie at Chatham’s historic downtown theater. Check current films, matinees, and special screenings.
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Chatham, Massachusetts
Your starting point for local activities, seasonal celebrations, shopping, and sightseeing. Browse the calendar for events during your stay.
View Events Calendar ↗Photo source ↗
Harwich & Harwich Port
Explore nearby dining, arts, recreation, and local happenings through Harwich’s visitor resources.
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Town Shellfish Division, 261 George Ryder Road
Try a classic Cape Cod tradition with a valid Chatham recreational shellfish permit. Check open areas, species rules, limits, and closures before every outing.
Chatham License Information ↗Apply for a Permit Online ↗Photo source ↗
Saquatucket Harbor, Harwich Port
Seasonal passenger ferry service to Nantucket from nearby Harwich Port. Check sailing dates and reserve your round trip directly.
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Hyannis, Massachusetts
High-speed passenger ferries between Hyannis and Nantucket. Plan parking, check the sailing schedule, and book your return crossing.
View Ferry Schedules ↗Photo source ↗
Hyannis, Massachusetts
Choose high-speed passenger service or a traditional vehicle-and-passenger ferry to Nantucket. Vehicle space requires advance planning.
View Ferry Schedules ↗Photo source ↗
Ryder’s Cove, Chatham
Private fishing trips with standard tackle provided. Discuss your group’s ages, experience, and preferred trip with the captain.
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Chatham, Massachusetts
Local fishing charters plus sightseeing and wildlife tour options. Contact the operator for trip choices and current departure instructions.
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456 Main Street, Chatham
Handcrafted ice cream, shakes, and Chatham Ice Cream Bars make a sweet downtown stop.
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37 Kent Place, Chatham
A tucked-away downtown stop for rich ice cream and creative flavors. Check seasonal opening dates and payment options.
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2334 Main Street, South Chatham
A local ice cream favorite in the old South Chatham schoolhouse. Stop for a cone after a Sound-side beach day.
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606 Main Street, Harwich Port
Homemade ice cream, sundaes, and plenty of flavors on Route 28. Pair it with dinner or a beach visit in Harwich Port.
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749 Route 28, Harwich Port
A nostalgic Harwich Port ice cream stop with scoops, sundaes, and rotating flavors. Check seasonal hours before heading over.
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Main Street, Chatham · July 4
Celebrate Independence Day with Chatham’s hometown parade. Check the official site for the current year’s route, start time, and parking changes.
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Downtown Chatham · December 31
A family-friendly New Year’s Eve celebration of arts, music, and community. See the current program and admission-button information.
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Downtown Wellfleet · October
Take a Cape Cod day trip for oysters, local food, music, and the Oyster Shuck-Off. Visit the organizer for this year’s dates and tickets.
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Guide checked October 2026. Visit the linked operators and organizers for current hours, sailings, prices, event dates, and availability. Our five ice cream picks are a local selection, listed without a ranking.