Chatham

Day Trips

Make the most of your day with our curated plans, packed with Chatham's hidden gems and unique experiences!

day 1
Beach Day
morning
:

Start your day with a relaxing stroll on Chatham Beach. Enjoy the fresh ocean breeze and collect seashells.

afternoon
:

Grab lunch at a local seaside cafe. Afterward, indulge in some beach games or sunbathing.

evening
:

Watch the sunset while enjoying a picnic on the sand. Finish off the day with ice cream from a nearby shop.

day 2
Nature Walk
morning
:

Explore the scenic trails at Monomoy National Wildlife Refuge. Keep an eye out for local wildlife and unique plant species.

afternoon
:

Enjoy a packed lunch in one of the refuge's picnic areas. Continue your walk while soaking in the natural beauty.

evening
:

Return to Chatham village for a leisurely dinner at a cozy restaurant. End the evening with a stroll through the charming streets.

day 3
Adventure Day
morning
:

Try stand-up paddleboarding or kayaking in the calm waters around Chatham. This is a great way to enjoy the outdoors.

afternoon
:

Take a break for lunch at a waterfront tavern. Afterward, consider renting a bike to explore the nearby area.

evening
:

Return to your lodging to freshen up. Head out for dinner at a local seafood restaurant for a taste of the coast.

day 4
Fishing Expedition
morning
:

Join a local fishing charter for a morning of deep-sea fishing. It's a great way to experience the local marine life.

afternoon
:

If you catch some fish, enjoy a seafood lunch prepared with your fresh catch. Explore the surrounding shops and galleries after.

evening
:

Celebrate your day at a top-rated restaurant, sharing your fishing stories. Enjoy local craft brews or cocktails to toast your successful day.

day 5
Whale Watching
morning
:

Start with an early breakfast before heading out on a whale-watching tour. Keep your cameras ready for potential sightings.

afternoon
:

Return to shore for lunch and share your whale observations with fellow travelers. Spend some time relaxing at your hotel or by the beach.

evening
:

Dine at a restaurant with ocean views to reflect on the day's adventure. Indulge in a glass of wine as the sun sets over the water.

day 6
Historical Tour
morning
:

Visit the Chatham Marconi Maritime Center to learn about the area's history and its role in communication. Engage with interactive exhibits.

afternoon
:

Explore the Chatham Lighthouse and the nearby beach area. Pack a lunch or visit a quaint deli for a quick bite.

evening
:

Join a guided walking tour to delve deeper into Chatham’s historical sites. End with dinner at a historical inn.

day 7
Seal Watching
morning
:

Take a boat tour from Chatham to nearby seal colonies. Enjoy the thrill of spotting these playful marine mammals.

afternoon
:

Head back for lunch in Chatham, sampling local favorites. Spend the afternoon shopping for unique souvenirs.

evening
:

Relax at a cozy bar or pub, sharing stories with new friends. Wind down with a nightcap before returning to your accommodations.

day 8
Culinary Experience
morning
:

Join a cooking class to learn about local cuisine using fresh ingredients. Enjoy the interactive atmosphere and meet new people.

afternoon
:

Taste the dishes you prepared during class. Spend the afternoon exploring local markets for baking or cooking essentials.

evening
:

Dine at a renowned restaurant that features local ingredients. Treat yourself to a dessert crafted by the chef.

day 9
Art & Culture Day
morning
:

Visit the Chatham Arts Gallery to discover local artists and artisans. Spend time admiring their work and learning about their inspiration.

afternoon
:

Lunch at a nearby cafe before taking an art workshop. Get hands-on experience in creating your own piece.

evening
:

Enjoy a special gallery opening or art event if available. Finish the day with dinner discussing your artistic endeavors.

day 10
Literary Journey
morning
:

Start your day at a quaint local bookstore to browse for new reads. Enjoy a coffee as you settle into your favorite book.

afternoon
:

Have lunch at a cafe that hosts book clubs and literary discussions. Spend the afternoon writing or journaling at a scenic spot.

evening
:

Attend a book reading or discussion held at a local venue. Wrap up with a peaceful dinner reflecting on the stories you’ve absorbed.

Discover Chatham

Read more in our Chatham 2024 Travel Guide.

Chatham Travel Guide