Top 10 Walking Tours in Cape Cod

Destination: Cape Cod.
Toast to Provincetown’s vibrant past on a 2-hour history journey down Commercial Street, blending craft cocktails, local bites, and tales of bohemian spirit. Ideal for cocktail lovers and history buffs, this tour celebrates Ptown’s maritime, artistic, and LGBTQ+ legacy. Start at The Harbor Lounge sipping a cape Cod Blueberry vodka lemonade martini amid nautical relics and beautiful harbor views. Pass Lobster Pot, Gov. Bradford and the Old Colony Tap Room one of America's oldest bars. Stop at Spiritus Pizza, tied to the 1990 gays rights riot for two pipping hot slices. Pause at Lopes Square’s 1801 anchor. See Cannery Wharf Park’s harbor views. Catch UU Meeting House’s 1847 steeple. Pass Provincetown Library’s schooner. Wave at A-House (1798), loved by Tennessee Williams. Stop at a local favorite for a delicious fresh Espresso Martini. End at Boatslip Resort’s Tea Dance originating in the 1970" This uniques tour will make you wanting more!
Known For: Cape Cod Food & Drink, Cape Cod Historical Tours, Cape Cod Restaurants, Cape Cod Top Product, Cape Cod Walking Tours, Cape Cod Dining Experiences, Cape Cod Seasonal, Cape Cod Excellent Quality, Cape Cod New Product.
Duration: Around 2 hours.

Destination: Cape Cod.
Dive into Ptown’s culinary and cultural treasures on this 2-hour Anthony Bourdain centric stroll, savoring a lobster roll, Ice Cold Beer, and a Portuguese malasada (all of his favorites) while uncovering tales of Bourdain and seaside lore. Pass the Lobster Pot, its neon sign glowing, where Bourdain toiled in the 1970s. Roll by the Old Colony Tap, a 1937 dive bar Bourdain loved. Stop at Spiritus Pizza, a 1971 haven that sparked the 1990 riot and housed Bourdain. Savor a malasada at the Portuguese Bakery. Slow at Lopes Square, with its 1801 anchor from the 1873 railroad. Admire Cannery Wharf Park’s harbor views. Catch the UU Meeting House’s 1847 steeple. Pass the Provincetown Library, with its schooner and Bourdain’s archives. Wave at the A-House, a 1798 tavern of Tennessee Williams and Billie Holiday. End at the Boatslip Resort’s Tea Dance, a 1965 LGBTQ+ disco tradition!
Known For: Cape Cod Dessert Tours, Cape Cod New Product, Cape Cod Top Product, Cape Cod Walking Tours, Cape Cod Private Sightseeing Tours, Cape Cod Food & Drink, Cape Cod Beer & Brewery Tours.
Duration: Around 2 hours.

Destination: Cape Cod.
Explore Provincetown's rich history with this self-guided walking tour! Discover the charm of Commercial Street, admire the towering Pilgrim Monument, and visit the bustling Beachcombers at Town Hall. Stop by the historic Adams Pharmacy and Whalers Wharf. Take in the architecture at 2 Masonic Place and the Martin House. Experience the legacy at the former Zora's Fish Market and Railroad Wharf. Pass by the Seth Nickerson House and the home of Jack Tworkov. Conclude at the stunning Land's End Inn and Pilgrim's First Landing Park. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. This isn't an entrance ticket. Check opening hours before your visit. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months.
Known For: Cape Cod Private Sightseeing Tours, Cape Cod Historical Tours, Cape Cod New Product, Cape Cod Cultural Tours, Cape Cod Walking Tours, Cape Cod Audio Guides.
Normal Price: 14.99 USD.
Current Price: 11.99 USD.

Destination: Cape Cod.
This private guided walking tour of Provincetown's majestic Pilgrim Monument, , is led by expert local guide Cathy from Cathy's Cape Cod Tours. Cathy, a knowledgeable historian and storyteller, specializing in blending Provincetown's maritime grit, pilgrim lore, bohemian charm, and artistic legacy into engaging narratives. Based on her popular West End History Tour, Martinis & Mingle Tour & The Local Legends & Lobster Roll Tours, The Pilgrim Monument Tour is customized for a private experience, this tour centers on the iconic Pilgrim Monument and Provincetown Museum, incorporating a scenic ride on the inclined elevator, museum exploration, tower climb, and park grounds. It's designed for small groups or individuals (1-8 people) for a personalized touch.
Known For: Cape Cod Historical Tours, Cape Cod Walking Tours, Cape Cod Cultural Tours, Cape Cod Private Sightseeing Tours, Cape Cod New Product.
Duration: Around 2 hours.

Destination: Cape Cod.
Formerly the Anne Hutchinson Tour of Provincetown, Lucinda Liphol has taken over the talking points. Her tongue is so sharp she can't close her mouth! She knows each and every fact old or new and simply can't wait to make you laugh using Provincetown's history. Though routes vary, 2025 tours start in the center of town at Bas Relief Park and are each about an hour in duration and a mile in distance. Offered daily. 20 people maximum on each tour. For a sampling of Lucinda's comedy, find her on social: @lucinda.liphol. IMPORTANT NOTE: Due to content, this is a tour for people 21 years of age and older. No exceptions. IDs required.
Known For: Cape Cod Top Product, Cape Cod Walking Tours, Cape Cod Excellent Quality, Cape Cod Historical Tours, Cape Cod Best Conversion.

Destination: Boston.
Get the full Massachusetts experience with this combo of walking and driving tours around Boston! You’ll find ten tours in one app - all highly entertaining, thoroughly researched and prepared by local guides. Self-Guided Tours are: 1- Boston Freedom Trail (Walking) 2- Harvard Square (Walking) 3- Boston Ghost (Walking) 4- Salem Witch Trials (Walking) 5- Boston Harborwalk (Walking) 6- Plymouth (Walking) 7- Cape Cod & Provincetown (Driving) 8- Cape Ann (Driving) 9- Battle of Lexington (Driving) 10- Martha’s Vineyard (Driving) This self-guided tour allows you to explore Boston’s historic wonders with maximum flexibility and value. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for a year! Perfect for extended or return trips.
Known For: Boston Historical Tours, Boston Audio Guides, Boston Bus Tours, Boston Car Tours, Boston Overnight Tours, Boston Multi-day Tours, Boston Walking Tours, Boston Cultural Tours, Boston Private Sightseeing Tours.
Duration: Around 2 days.
Normal Price: 49.99 USD.
Current Price: 44.99 USD.

Destination: Cape Cod.
Join Your guide Cathy and embark on a captivating journey through Provincetown’s West End, where the sands of time meet the tides of history. This unique walking tour weaves together the stories of ancient homes, weathered wharves, and steadfast lighthouses, all nestled along the shimmering edge of Provincetown Harbor. Designed to feel like a step into a living museum, this tour blends maritime grit, pilgrim lore, and bohemian charm, offering a soulful exploration of Cape Cod’s northernmost tip. This 90 minute walking tour covers about .5 mile along the West End of Commercial Street. Each stop pulses with Provincetown’s unique blend of history, art, and seafaring spirit, making this tour a love letter to a town that’s both timeless and ever-evolving. After the tour, opt for a Pedi-cab back to the center of town!
Known For: Cape Cod New Product, Cape Cod Historical Tours, Cape Cod Cultural Tours, Cape Cod Private Sightseeing Tours, Cape Cod Walking Tours.
Duration: Around 2 hours.

Destination: Cape Cod.
Purchase one tour per car, not per person. Everyone listens together! Explore all that Cape Cod has to offer with this self-guided driving tour, from quintessential lighthouses to sandy beaches! As you drive, discover the Cape’s seafaring traditions, Pilgrim history, and miles of beautiful beaches. From Barnstable to Provincetown, visit Nauset Lighthouse (the unofficial Cape icon), First Encounter Beach (which the Pilgrims explored), Marconi Station (a must-do) & more! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. Buy once, use for one year! Ideal for extended visits and return trips over the next 12 months. This isn't an entrance ticket. Check opening hours before your visit.
Known For: Cape Cod Audio Guides, Cape Cod Bus Tours, Cape Cod City Tours, Cape Cod Best Conversion, Cape Cod Car Tours, Cape Cod Historical Tours, Cape Cod Top Product, Cape Cod Walking Tours, Cape Cod Half-day Tours, Cape Cod Private Sightseeing Tours.
Normal Price: 24.99 USD.
Current Price: 22.49 USD.

Destination: Cape Cod.
Hey, adventurers and trivia masters! Let me introduce you to Let’s Roam—the ultimate scavenger hunt experience that’s as wild as it is educational! Imagine strolling through the city’s hotspots and uncovering secret gems while tackling brain-busting trivia and zany challenges. It’s not just a game—it’s a quest for glory and giggles! Team players, listen up: join forces to conquer the hunt together, or unleash your inner competitor and go head-to-head in a battle of brains and bravery! Whether you’re planning an epic birthday bash, a legendary bachelorette blowout, or a team-building extravaganza, Let’s Roam is your go-to for non-stop fun. And here’s the kicker—each player gets to pick their own interactive role with challenges tailored to their skills. So, gather your crew, download the app, and get ready for an adventure-packed journey where every step leads to new discoveries and unforgettable moments! Let’s Roam—where fun and adventure collide!
Known For: Cape Cod Historical Tours, Cape Cod Walking Tours.
Duration: Around 2 hours.

Destination: Cape Cod.
Embark on a privately guided journey through Truro’s soul, where history, culture, and breathtaking landscapes converge. This tour weaves together three iconic Cape Cod landmarks: The Highland House Museum, Highland Links Golf Course, and the historic Highland Light. Begin at Highland Light, Cape Cod’s oldest lighthouse (1797). Ascend 69 steps to the lantern room for panoramic Atlantic Ocean views and hear the thrilling tale of its 1996 relocation. Next, step into the Highland House Museum, a 1907 farmhouse-turned-hotel-turned-cultural gem. Once a haven for literary giant Henry David Thoreau, who penned parts of Cape Cod here. Explore rooms inspired by Edward and Josephine Hopper’s artistry. Stroll along the Highland Links Golf Course, America’s first 9-hole links course. Nestled amid rolling dunes and windswept grasses. This private tour blends rich history, cultural depth, and stunning coastal scenery, Available June-September only.
Known For: Cape Cod Historical Tours, Cape Cod Architecture Tours, Cape Cod Art Tours, Cape Cod Walking Tours, Cape Cod Private Sightseeing Tours, Cape Cod New Product.
Duration: Around 1 hour and a half.