Top 10 Historical 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.
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 Cultural Tours, Cape Cod Walking Tours, Cape Cod Audio Guides.

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.
Duration: Around 2 hours.

Destination: Cape Cod.
Experience the Cape Cod National Seashore and all its charm & beauty! Our first stop will be at Pilgrim Landing for stunning views of the farthest point of Cape Cod. As we travel into the National Seashore we'll have views of 2 of Provincetown's lighthouses, Wood's End and The Race Point Light House. Stopping at the Province lands Visitor’s Center you can explore the museum and amazing viewing deck of the dunes and Atlantic Ocean! From this vantage point there is a strong chance of seeing a variety of whales feeding just off the shores! We'll then make our way to the Beech Forest trail where you'll enjoy a guided mile loop hike around one of Cape Cod's famous ponds. Learn about the geology of the Cape as we travel through this unique forest. This is also a very popular birding spot and a local hiking favorite!
Known For: Cape Cod Small Group, Cape Cod Historical Tours, Cape Cod Bus Tours, Cape Cod Cultural Tours.
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.

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 Historical Tours, Cape Cod Cultural Tours, Cape Cod Private Sightseeing Tours, Cape Cod Walking Tours.
Duration: Around 2 hours.

Destination: Cape Cod.
Step into Cape history with a visit to Highland Lighthouse—Cape Cod’s oldest and tallest lighthouse, proudly standing watch over the Atlantic since 1797. Once a critical beacon for mariners navigating the Outer Cape’s treacherous shoals, it remains an active aid to navigation and a beloved symbol of maritime heritage. Join us for an unforgettable stop in Truro, where you’ll have time to: - Climb the lighthouse tower for sweeping coastal views - Explore the keeper’s house and onsite gift shop - Visit the Truro Highland Museum, featuring local maritime history, Edward Hopper’s Cape Cod connections, and stories from the area’s earliest tourism - And enjoy a scenic drive to and from the Lighthouse Whether you’re a lighthouse aficionado or simply love coastal history, this experience offers a rare glimpse into the life and legacy of Cape Cod’s rugged shoreline. Lighthouse and museum admission included in the tour price.
Known For: Cape Cod Historical Tours, Cape Cod Bus Tours, Cape Cod Top Product, Cape Cod Small Group.
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.
Discover Provincetown from a new perspective with our Private Open-Air Pedicab Tours. Relax in comfort as our knowledgeable guides lead you through the charming streets and scenic coastline of this historic town. Enjoy unobstructed views and personalized insights into local history, culture, and hidden gems that only a pedicab can offer. Whether you're captivated by the natural beauty or intrigued by Provincetown's rich heritage, our tours provide a unique and eco-friendly way to experience all that this vibrant destination has to offer. Unlike large bus or group tours, pedicab tours provide an intimate experience with a knowledgeable driver who can tailor the time to your interests. You can ask questions, engage in conversations, and make specific requests. Pedicab tours can be customized to your preferences and schedule. Choosing a pedicab tour contributes to sustainable tourism practices and minimizes your carbon footprint.
Known For: Cape Cod Mountain Bike Tours, Cape Cod Bike Tours, Cape Cod Private Sightseeing Tours, Cape Cod City Tours, Cape Cod Cultural Tours, Cape Cod Historical Tours.