Top 10 cultural & heritage things to do in Cape Cod

1. Provincetown food tasting and walking tour

Three hours on foot — sample local cuisine at multiple stops, including savory dishes, dessert, and a drink while exploring Provincetown’s history and culture.

2. Martinis and history walking tour in Provincetown

Two hours on foot — blending craft cocktails with Provincetown's maritime and LGBTQ+ history, including stops at key historical sites and a popular local bar.

“The tour offers a wealth of historical insights and local stories. You'll get plenty of recommendations for restaurants and experiences. Cathy brought a lot of fun to the experience. I highly recommend this for couples and groups.”— Linda_C

3. Provincetown walking tour with lobster roll tasting

Two-hour guided walk through Provincetown's history, followed by a local lobster roll feast at Vorelli's Restaurant.

“We had a wonderful family outing on this delightful foodie tour in Provincetown, including my wife and our 16-year-old triplet daughters. Our guide, Cathy, was incredibly entertaining and full of knowledge, providing us with an insider’s perspective of this charming seaport. The standout bites included lobster rolls, Portuguese fried dough, and roasted banana ice cream. We thoroughly enjoyed learning about Cape Cod's early history and the renowned artists, authors, chefs, and playwrights who launched their careers in P-Town. As a fan of Anthony Bourdain, it was inspiring to hear how he rose from dishwasher to Food Icon. Cathy truly made this experience memorable and enjoyable.”— 30brentn

4. Cape Cod National Seashore tour with guided hike

Around four hours — visit scenic Pilgrim Landing, two lighthouses, and hike the Beech Forest trail with an expert guide.

“The National Park was stunning, and our guide Ginny provided in-depth insights. The drive and hikes were enjoyable, making the whole experience well worth it.”— James_P

5. Self-guided audio walking tour of Provincetown

Explore Provincetown's history and architecture at your own pace with an audio guide. Key stops include the Pilgrim Monument, Adams Pharmacy, and Land's End Inn.

“The audio walking tour was ideal for us, as we enjoy the freedom to stroll at our own pace rather than being confined to a tour bus. The app we downloaded tracked our location while we listened, allowing us to easily follow along with the tour. It was a great experience, and we might try this in another city or town.”— John_L

6. Wine and wine jelly tasting on Plymouth Bay

One hour tasting session featuring award-winning wines, wine jellies, and sauces near historic Plymouth Rock.

“The wine and jam tasting was fantastic. I can't recall her name, but the wine concierge from New Jersey who had lived in Italy was outstanding. She was incredibly knowledgeable about the wines and very friendly.”— Nomad11241502173

7. West End history walking tour in Provincetown

Ninety-minute guided walk along half a mile of historic West End, highlighting homes, wharves, and lighthouses, with options to return by pedi-cab afterward.

“Cathy provided us with an incredibly informative tour of Provincetown's West End. We gained significant insight into the history of the area.”— Cheryl_D

8. Highland Lighthouse and Truro Highland Museum tour

Half-day tour featuring Cape Cod’s oldest lighthouse and the Highland House Museum, with options to climb the lighthouse or explore maritime history.

“We had a wonderful day with our tour guide Ginny, who showed us around Ptown and Truro. We explored the lighthouses and enjoyed the vibrant attractions in Truro.”— Steve_S

9. Provincetown trolley tour — history and sights of Cape Cod

A narrated trolley tour through Provincetown, highlighting the Mayflower's landing, art colony heritage, and the National Seashore's beauty. Available May to October.

“The best way to explore Provincetown is definitely by trolley. With narrow, crowded streets, there’s hardly any space between vehicles, cyclists, and pedestrians. Riding the trolley lets you unwind while taking in the views and listening to an entertaining recounting of local history and events. You'll be shown popular spots for food, drinks, scenic views, and nightlife. We even got to meet locals, including a fisherman, and learned about the history of homes built on sand and their relocation process. I won't reveal too much to keep the surprise intact. This experience gets a perfect score from me. Special thanks to our fantastic tour guide and our bike/uber driver.”— avanurse

10. Interactive scavenger hunt in Provincetown

Two to three hours guided by a remote host via your phone — uncover art and culture in Provincetown while solving clues for points and competing on a leaderboard.

“The experience was disappointing and not as advertised. We paid $30 just to access a power point and message someone randomly. It was confusing, and we earned points without a clear purpose. You can explore P town on your own without this. A prize or goal would have made it worthwhile. It felt like a waste of money.”— Q384LOeileens