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This Cape Cod Town Is a Dreamy Day Trip From Boston—and This Is the Perfect Itinerary
While you can easily fill a weeklong itinerary of things to do, tan, eat, and sip in Ptown, this slice of New England paradise can also be enjoyed in a single day by those looking for a more efficient experience. From linguiça breakfast sandwiches (a nod to the local Portuguese community) to afternoon 'tea dance,' we have you covered for the perfect day in Ptown—plus a few suggestions in case you decide to take your time and conveniently 'miss' the last ferry to Boston. ( I'd totally understand if you did. )
There are two fast ferry lines running from Boston to Provincetown, with Bay State Cruise Company offering a slightly earlier (8:30 a.m.) departure from Boston's Seaport neighborhood, while Boston Harbor City Cruise offers a 9 a.m. departure from Long Wharf in downtown. On the return, BHCC offers a later 9 p.m. sailing back to Boston on summer weekends, while Bay State operates daily 7:30 p.m. returns. Macmillan Pier in Provincetown, Cape Cod.
The earliest fast ferry from Boston arrives shortly after 10 a.m. If you're visiting during the peak summer season, there's a good chance half the town is still asleep from the night before, while the other half have been up since dawn, strolling the shoreline or powering through cardio regimens on Commercial Street—Ptown's main thoroughfare of galleries, shops, bars and restaurants.
Thanks to the ambitious early risers, it's wise to make a beeline for Liz's Café Anybody's Bar, the town's go-to spot for the first meal of the day, where you're almost certain to be privy to the tea du jour (and I don't mean of the Earl Grey varietal) rustling the town's lace curtains that week. Linguiça breakfast sandwiches served on a Portuguese muffin, as well as flippers (a Portuguese fried dough), share space on a menu of breakfast classics, lobster eggs benedict, and morning cocktails. The Old Harbour Life Saving Museum on Race Point Beach.
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Once you're filled up with gossip and eggs, the town is truly your oyster. (Pro-tip: maybe hold off on imbibing on those until a late lunch.) Two blocks east of Liz's is Ptown Bikes, where you can rent cycles and enjoy a scenic couple hours pedaling though the Provincetown stretch of Cape Cod National Seashore, working off breakfast as you go.
Herring Cove Beach and Race Point Beach are two of Provincetown's most beloved sandy stretches, connected via a bike and walking path through the dunes of the National Sea Shore. Herring Cove is closer to town and known for calmer waters, while Race Point directly faces the Atlantic Ocean and offers more crashing waves and taller dune backdrops to your beachside photo session.
Once you're done basking in the sun and sand, coast through the West End for a self-guided tour of fabulous homes and historic architecture on your way back into town.
Those feeling hungry after all the pedaling might want to stop into Pop+Dutch for sandwiches that are as delicious as their names are creative. The Celine Dijon (French ham, Swiss cheese, Dijon mustard, cornichons, and brown butter on French baguette) is a fan favorite—and often sells out early to those who can hit the high note of 'All By Myself' … or at least try their hardest each time it comes on Spotify.
If you're in more of a sit-down mood, Pepe's Wharf, toward the East End, is a slightly more upscale venue to enjoy frozen cocktails, oysters, and fried seafood with a harbor view. Meanwhile, The Canteen is the town's (dog-friendly) haven for lobster rolls, frozen rosé, and crispy Brussels sprouts, best enjoyed in the backyard that spills right onto the beach. People walk past the colorful homes and shops on Commercial Street.
But also be sure to save a little time for post-lunch culture and a bit of splurging. Dive into Provincetown's history (and its bragging rights of being the first landing spot for the Pilgrims, who signed the Mayflower Compact here before continuing to what became Plymouth) at the Pilgrim Monument and Provincetown Museum. It's accessible via an inclined elevator tucked behind Town Hall on Bradford Street.
For those whose idea of culture is more of the shop-'til-you-drop variety, Provincetown delivers. Art galleries, boutiques, and quirky gift shops abound up and down Commercial Street. More than 40 art galleries cater to collectors of every taste, while shops like Marine Specialties (where you can score anything from a Provincetown T-shirt to a decommissioned airline seat) offer a uniquely Outer Cape experience. Gift shops like Womencrafts highlight work by women artists, while Tim-Scapes puts a more modern spin on vintage travel posters and sells Ptown-themed apparel.
As the afternoon winds down, those looking for a refined cocktail or early dinner before the ferry should head to The Red Inn, a crimson-hued waterfront favorite on Ptown's western edge. Known for its 'teatini' (a bold and flavorful Earl Grey tea-infused gin cocktail) and glowing golden hour views, it's an ideal pre-departure stop.
Those looking to sip and savor closer to the town center and MacMillan Pier are in for a marquee dining moment. Ceraldi, long one of the toughest reservations on the Outer Cape, made its triumphant return to Ptown this summer after years in Wellfleet, where it began life here as a pop-up. The new location still serves chef Michael Ceraldi's signature seven-course tasting menu of hyper-seasonal, hyper-local ingredients from both land and sea. Now, diners can also opt for a more casual bite, thanks to an abridged menu of soup, salad, and pasta or the Artist's Special: 'one course in time and place.' If you're gauging what you have time for before it's all aboard on the last ferry back to Boston: the restaurant recommends allotting 2.5 hours for the tasting menu and 1 hour and 15 minutes for the three-course offering.
Also, closer to the center of town, the Pop + Dutch team debuted Ladyslipper, an "elegant ... for Provincetown" (their words, not mine) cocktail bar this summer. It's already a hit among those jonesing for elevated yet low-commitment bar bites. (The "Rotating Caesar Something" adds intrigue to the savory side of things, while you can't go wrong with the mysterious "A Fruit Something," "A Custard Situation," or "A Chocolate Requirement" on the sweets lineup.) Be strategic with the curated cocktail list, as the vodka, cold brew, espresso, and vanilla-laced "Disco Nap" is perfect fuel for the dance floor.
Speaking of: the see-and-be-seen (and sometimes costumed) moment begins each afternoon closer to the center of town at Boatslip Resort & Beach Club, home to Ptown's legendary afternoon 'tea dance.' Kicking off daily at 4 p.m., it's part dance party, part social hour, and the perfect place to debrief the day and plot the night ahead.
Speaking of which, tea wraps at 7 p.m.—just in time to catch the last ferry back to Boston. If you're power-walking down Commercial Street, you might be able to squeeze in one last lobster roll to go from The Canteen before boarding at MacMillan Pier. But if you just happen to miss that final departure? Well, consider it fate.
The Red Inn, the Brass Key Guesthouse and AWOL are all luxe options for an overnight stay before the morning ferries depart. Besides, missing the ferry might just be the best thing that happens all day. As any local—or washashore like yours truly—will tell you: Provincetown truly comes alive after dark. But that's a whole other story ...
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