Private Sightseeing Tours in Cape Cod
Browse the available activities in this category and open each page for full details.
From USD 108Chatham Bites and Sights Walking Guided Food Tasting Tour
Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by a local expert, this 3-hour walking tour features multiple tasting stops with hand-picked seasonal bites from beloved local spots. It’s a delicious way to explore the area, whether it’s your first visit or your summer tradition. Along the way, hear the stories behind the food—tales of tradition, local legends, and the people who make Chatham so special.
From USD 325Wellfleet Harbor Seal Cruise Small Group Boat Tour on Cape Cod
A private crossing focused on observing gray and harbor seals at a relaxed pace, with only your group aboard. With time to linger where conditions allow, this trip is guided by tide, weather, and respectful distance from wildlife. Ideal for families, photographers, and anyone who wants a quieter, more personal seal-viewing experience. Up to 6 passengers total.
From USD 108Provincetown Bites and Sights Walking Guided Food Tasting Tour
Last season I launched Cape Cod’s first walking food tour in Chatham, and thanks to amazing guests and local partners, Chatham Food Tours earned Viator’s Badge of Excellence in its very first season. Now we’re bringing that same recipe for success to Provincetown. But Provincetown is entirely its own experience — with different stories, personalities, history, art, and energy. We’ve partnered with fantastic local establishments to create a tour blending great food, local storytelling, waterfront culture, and the unique spirit that makes Provincetown unforgettable. Seafood lovers will enjoy authentic Cape Cod flavors, while non-seafood options are always available as well. This relaxed walking tour is designed to feel personal, welcoming, and fun — with plenty of opportunities to stop, explore, and take in the beauty and personality of Provincetown along the way.
From USD 105Local Legends and Lobster Roll Tour
Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive into the bohemian scene that made this fishing village the birthplace of modern American theater. Find out where the Provincetown Players launched, where an undiscovered Eugene O’Neill staged his first plays. Alongside O'Neill, trailblazing writers like Susan Glaspell, Edna St. Vincent Millay, and John Reed fueled the town's creative fire. Over the decades, icons like Tennessee Williams, Norman Mailer, and poet Mary Oliver drew inspiration from the salt air, while acting legends like Marlon Brando and Bette Davis graced local stages early in their careers.End your journey at Vorelli's Restaurant, a beloved local classic. Sit back, relax, and reward your feet with the ultimate Cape Cod feast: a massive, chunky lobster roll, a rich, creamy cup of New England clam chowder, and a refreshing non-alcoholic beverage of your choice and a ice cream cone
From USD 68Provincetown West End History Tour
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!
From USD 117Private Open-Air Pedicab Tour in Provincetown
See the best of Provincetown in a short amount of time with a knowledgeable local guide who lives here year-round. This tour combines scenic views, fascinating history, local stories, and hidden details that visitors may otherwise miss. Enjoy a relaxed and personal introduction to Provincetown from someone who knows the community in every season—not just during the summer. Guests can ask questions, discover local favorites, and experience the unique character of the town while supporting a locally owned business. + FREE POLAROID MEMORABILIA PHOTO
From USD 25Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
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. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
From USD 320Private Hyannis Walking Food Tour with Local Tastings
Discover the culinary scene of Hyannis on this walking food tour that takes you through the charming waterfront and historic streets. Sample a variety of freshly prepared dishes from local favorites stopping only at locally owned and operated restaurants and shops . Sweet and savory tastings! All while enjoying fascinating stories from expert guides. Ideal for food lovers, families, and couples looking for a unique dining experience. Comfortable walking shoes are recommended for this appx 3-hour tour covering about a mile. - Enjoy a diverse selection of local foods from Hyannis' best eateries - Guided tour featuring insights into the area's history and culinary culture - Perfect for families and couples, small groups seeking a memorable outing - 2.5-3 hour walking tour with a route that includes both indoor and outdoor stops
From USD 17Cape Cod Self-Guided Driving Audio Tour
Explore Cape Cod’s scenic beauty with this self-guided driving tour. Visit the Cape Cod Visitor Center, then ascend Scargo Tower for breathtaking views. Discover Harwich and its picturesque Cape Cod Lavender Farm. Relax at Bank Street Beach, and delve into history at Eastham’s First Encounter Beach. Stop by Salt Pond Visitor Center, marvel at Nauset Light, and visit the Three Sisters Lighthouses. Enjoy nature at Mass Audubon Wellfleet Bay, the Marconi Wireless Station, and serene trails. Purchase one tour per car, not per person. 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. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
From USD 50Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
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. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.
From USD 75Highland House and Cape Cod Lighthouse Tour
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. Available June-September only.