Bay Lady II is a 4-sail gaff schooner, sailing multiple times daily from MacMillan pier in season. Take an afternoon or sunset sail to feel the wind and take in breathtaking views of Provincetown and Long Point from the harbor.

Just off route 6, find 7 miles of bike and hiking trails looping around the Province Lands, passing through pine forests, sandy dunes, and low-lying cranberry bogs. There are connections to both Herring Cove and Race Point beaches, as well as Bennett Pond. Enjoy a nice afternoon bike ride and then cool off at the beach. Caleb and I love biking this path every time we visit Provincetown.

Just steps from the Provincetown Inn, you can find the West End Breakwater, which was built in the 1910s by the U.S. Army Corps of Engineers. This offers a rocky path across the Harbor from the end of Route 6 to the Wood End Light and further stretches of beach. It's an exhilarating journey across (Caleb and I have done it), but watch your step!

The Pilgrim Monument and Provincetown Museum (PMPM) preserves and shares the fascinating history of Provincetown, Massachusetts – the site of the Mayflower Pilgrims’ first landing in the New World in 1620. Major exhibits provide an immersive experience and showcase our storied past and vibrant modern history. You can also climb the largest all-granite tower in the U.S. and view Provincetown Harbor!

Flyers rents powerboats, Rhodes 19 sailboats, kayaks, and more for use in Provincetown Harbor.

Looking for sandwiches, salad, and sass in the West End? Hit up Pop+Dutch for fresh bites and good vibes.

The Lobster Pot is a Provincetown staple, serving fresh seafood and sweeping views of the Harbor. Their extensive menu has a good fit for just about any palate (i.e. its much more than just lobster). Turn East off MacMillan pier and look for the neon sign!

Venture out to the East End to check out the amazing views (especially at high tide) at this year-round restaurant! Mark's favorite dish is the cucumber dill salmon, but you can treat yourself to delicious pasta, steak, chicken, or burgers if you're not in a seafood mood.

If you're looking for fine oceanfront dining, especially for an intimate dinner or small group setting, check out Jimmy's Hideaway. Don't let the small subterranean facade fool you--the dining room gives subtle speakeasy vibes (small, so be sure to make reservations) whereas the patio is a bit more casual. Try a craft cocktail to whet your appetite for Portuguese cod, Provincetown fisherman's stew, scallop piccata, or comfort classics.