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How to Make the Most of Your Extended Weekend in Provincetown

By Albert Cortez

Embark on a journey of leisure and exploration as we unveil the ultimate guide on making the most of your extended weekend in Provincetown—an idyllic haven where relaxation meets vibrant culture.

Key Takeaways
  • Discover the art of unwinding by the shore, where Provincetown's pristine beaches offer a haven for relaxation and rejuvenation.
  • Immerse yourself in Provincetown's rich artistic scene, from galleries showcasing local talent to lively performances that capture the town's creative spirit.

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A sign at the crossroads of Routes 6 and 6A, which leads into Provincetown, Massachusetts, reads, “Provincetown Either Way,” summarizing the welcoming nature of this little town in the 1970s. It continues to be a warm sanctuary for various guests, even today. Provincetown reminds me of a little piece of paradise, having been there for summers as a youngster.

We had unrestricted access to our beachfront “Garbage Gables” flat on Commercial Street, which my family leased. Even if the town has changed since then, its allure endures—the wonderful light, picturesque surroundings, and vivid colors never cease to inspire. Whether you’re a culinary expert or an outdoor enthusiast, Provincetown now offers something for everyone.

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One may get to Provincetown via vehicle, boat, or airplane. Although parking might be difficult, driving allows a great deal of movement. There are many daily sailings throughout the season on the popular 90-minute boat operated by Bay State Cruise Company from Boston. The laid-back vibe of Provincetown necessitates casual daytime clothes and easy evening dress, so packing is minimal.

In Provincetown, lodging options range from bed & breakfasts to hotels, motels, and VRBOs. Dating back to 1810, The Pilgrim House provides a boutique hotel experience. Beautiful water views may be found at the family- and pet-friendly Harbor Hotel on the East End. The Red Inn in the West End offers exquisitely furnished guest rooms with views of the bay for a more opulent stay.

After arriving on the first day:

  1. Go to Mac’s Fish House for happy hour.
  2. Savor some delicious New England clam chowder and fresh oysters.
  3. Check out the Boatslip Tea Dance in the West End for exciting entertainment.
  4. Later, have a lobster roll while watching the sunset at Herring Cove Beach.
  5. Take in the artwork at the galleries along Commercial Street, then stop by Kung Fu Dumplings for some authentic dumplings for a quick snack.
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The Portuguese Bakery serves delectable egg sandwiches with linguica for breakfast on Day Two. Visit a nearby store to rent a bike and ride the Province Lands Bike Trail. Pop + Dutch and Relish Bakery & Sandwich Shop are two alternatives for lunch. Shop at businesses like Marine Specialties, The Captain’s Daughters, and Yates & Kennedy, which are quirky-cool. Alternatively, take a Provincetown Aquasports kayak trip or see a performance at the Art House.

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Start the third day with breakfast at Chach’s or Liz’s Café. For some fantastic views, think about climbing the Pilgrim Monument. For an unforgettable ending, take a guided tour of the Provincetown dunes with Art’s Dune Tours or go whale watching with Dolphin Fleet Whale Watch. For a historical fix, stop at the Expedition Whydah Pirate Museum. Enjoy Portuguese soup at MacMillan Pier’s Lobster Pot restaurant to round off your vacation.

If you’re a first-time visitor, the Provincetown Chamber of Commerce offers accommodation recommendations and event calendars. The beauty and variety of Provincetown guarantee that everyone has a beautiful time.

Join the LUXURIOUX world, and discover a new level of opulence. Our editors and writers are dedicated to finding what is truly the best in class across many facets of life. Experience the finest things only your imagination and money can afford.

By subscribing to our newsletter(s) you agree to our User Agreement and Privacy Policy & Cookie Statement

Provincetown, where every moment is a brushstroke on the canvas of serenity, invites you to savor an extended weekend of coastal bliss and cultural allure. Join us as we guide you through a tapestry of experiences, ensuring your time in this picturesque town is nothing short of extraordinary.