Top Cape Cod Tours, Sightseeing & Cruises

Tour Provincetown aboard our authentic Trolleys featuring the history of the Mayflower's first landing, the development of our famous art colony, the beauty of the National Seashore and much more. Tours available from May thru October.

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.

Enjoy a private seal-watching crossing with only your group aboard. We’ll explore at a relaxed pace, with time to linger when conditions allow and observe gray and harbor seals from a respectful distance. Each trip is shaped by the tide, weather, and wildlife, making every outing a little different. A great choice for families, photographers, and anyone looking for a quieter, more personal experience on the water. Up to 6 passengers.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours are small and intimate so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers. RideAway Adventures is the highest rated outdoor company on Cape Cod and we are committed to creating ocean ambassadors through education and active environmental awareness.

Experience the best of Cape Cod in your own time without overlooking any sights with this self-guided driving tour. Download the app with its GPS map, audios, and text, and hit the road from the Cape Cod Visitor Center. Follow the route to see and learn about the peninsula's lighthouses, beaches, and sights, and take optional detours to relax, hike, or delve deeper into the cape's history. For lifetime access, you can dip in and out whenever you wish.

RideAway Adventures has been awarded the best tours on Cape Cod 12 years in a row. We have the only fully ACA certified guide staff on Cape Cod. Our tours stay at low numbers so that it is a fun and unique experience for every participant. Our equipment is always top of the line and this area is perfect for all levels of kayakers.

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

Skip walking and sightsee while seated with a guide to provide commentary and recommendations on this private pedicab Provincetown tour. Board your open-air pedicab with your bicycle-pedaling guide and glide around the Pilgrims’ First Landing Park and Commercial Street where you’ll feel the town’s vibe in a way that’s difficult from inside a vehicle. Then, visit dune-backed Herring Cove beach before a drop-off near the Long Point shuttle—handy for continuing your sightseeing. A souvenir Polaroid photo is included.

Explore the charm of Cape Cod on the Old Kings Highway, a scenic drive along Massachusetts Route 6A. This self-guided tour reveals centuries-old villages, picturesque landscapes, and historic landmarks from Sandwich to Provincetown. Discover the stories of early settlers and maritime legends as you meander through colonial homes, cranberry bogs, and art-filled towns. Perfect for history enthusiasts and leisurely travelers alike, this tour offers a unique perspective on Cape Cod’s heritage. Plan for a full day to soak in the sights, whether you’re drawn by summer sun or fall foliage. - Scenic self-guided drive through Cape Cod’s historic Route 6A - Visit charming towns including Sandwich, Barnstable, and Provincetown - Discover colonial homes, art galleries, and cranberry bogs along the way - Ideal for all travelers seeking history and beautiful landscapes

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!

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates our maritime, artistic, and LGBTQ+ legacy. Kick off at local establisment with a Cape Cod Blueberry Martini. Enter the Old Colony Tap Room, one of America's oldest, most weathered dives made completely from old shipwrecks. Pass the iconic Lobster Pot and Governor Bradford to stop at Lopes Square to see its 1801 anchor, and learn about the old colony railroad. Look up at the UU Meeting House’s 1847 Greek Revival steeple, then head into the Ptown Library to glimpse the grand schooner inside. Pay homage to literary history at the Atlantic House (A-House), a 1798 tavern loved by Tennessee Williams. Next, keep the energy high with a shaken Espresso Martini at a local favorite. Finally, wrap up at the famous Boatslip Resort for the legendary Tea Dance—a disco-fueled, open-air tradition pulsing since the 1970s.

See Provincetown from a viewpoint that most visitors never experience: through the eyes of the infamous 17th-century Anne Hutchinson on this walking tour. With a costumed guide who plays Hutchinson with a gender twist, see the town's landmarks as you hear both traditional and irreverent “heretical” accounts of its history—the latter inspired by Hutchinson’s challenging of the Puritanical mores of her time. With commentary reflecting the “licentiousness” Hutchinson was accused of, the tour content is suitable for adults only.

Herman Melville said this city was perhaps the dearest place to live in, in all of New England. On this tour you will explore the streets that inspired Melville's tale, showcasing the city's nineteenth-century architecture and the landmarks that played a crucial role in both the whaling industry and Melville's masterpiece. Go at your own pace, anytime. The tour is location aware and plays as you walk guiding you step by step through the streets. Stop anytime, and listen again later anytime.

Download GuideAlong's Cape Cod audio tour to discover what “summer” really means. Drive the iconic “bent arm” between Barnstable and Provincetown, with side trips to striped lighthouses, sandy beaches, and historic Pilgrim landmarks. Along this 60-mile route down Route 6, we’ll detour to discover everything from quaint coastal towns, gorgeous salt marsh hikes, and hidden histories. Don’t miss the highlights: Nauset Light, which once guided ships past the treacherous Cape shores, Pilgrim Monument, with its gorgeous ocean views, and the thrilling rocky causeway at the very end of Provincetown. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates

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. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want.

Walk the cobblestone streets of New Bedford with a self-guided audio tour that plays automatically on your app. Moving between the historic downtown and working waterfront, you will use your GPS to trace the history of a city shaped by ambition, labor, and the sea. Along the way, pass landmarks like the Whaling Museum, Seamen’s Bethel, Mariners’ Home, and Custom House. You will uncover deep history, from Wampanoag coastal knowledge and whale oil fortunes to the abolitionist networks that sheltered Frederick Douglass. Explore at your own pace—pause to take in views toward the harbor or linger along the historic blocks. The audio resumes whenever you are ready, allowing you to move freely without keeping up with a group. This is a self-guided experience (no in-person guide). Download the tour in advance and use it anytime—it works offline and follows your location along the route.

Upgrade your drive through scenic Cape Cod with this private self-guided tour you can download onto your phone. The audio narration plays based on your location, letting you start, stop, and skip stops whenever you like. You control your time and pace, enjoying a personalized experience without the constraints of traditional tours.

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.

Explore the highlights of Cape Cod’s seashore, starting from Pilgrim Landing and later into the Beech Forest for a guided hike on this small-group tour. This is an intimate group, so you can ask any questions from your knowledgeable tour guide, and learn all about the area’s history as you explore together. Drive for part of the tour, and then be prepared to walk around one mile (1.6 kilometers).

Provincetown’s charming seaside facades hide a sinister past soaked in blood, betrayal, and supernatural terror. On this chilling self-guided walking tour, you’ll discover the dark underbelly of Provincetown’s history, from bloodthirsty pirates and treacherous mooncussers who lured ships to their doom. I’ll also tell you about the restless spirits that continue to haunt the town’s historic buildings and picturesque streets. Starting at the infamous American Horror Story house, you’ll journey through Provincetown’s most haunted locations. You’ll explore historic cemeteries where smallpox victims lie in unmarked graves, and pass by former funeral homes that now operate as quaint inns. Along the way, you’ll discover how this seaside paradise earned its ominous nickname “Helltown” after centuries of maritime tragedy and malevolence.

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along the charming main street and to the picturesque harbor while stopping at only locally owned and operated restaurants and shops and sampling fresh, house-made, local authentic dishes from various restaurants. A fun and knowledgeable guide will take care of everything! They will share stories about the food, restaurants and shops and the owners. You will learn some great facts and history about cape cod and uncover Hyannis' rich history. This tour is ideal for all. explore the local culture through its cuisine and history. - 3-hour guided walking tour showcasing the best of Hyannis food - Sample dishes from renowned local restaurants while learning about the owners and restaurants and food - Ideal for families, groups, friends and couples of any age - Comfortable walking shoes, dress in layers, bring rain gear if applicable.

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 - As an alternative to climbing, you can 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. Choice of Lighthouse or Museum admission included in the tour price.

Discover the enchanting beauty of East Sandwich's Great Marsh! Immerse yourself in stunning wildlife, scenic vistas, and the tranquility of nature as you kayak through this picturesque sanctuary. The Sandwich Great Marsh is a must see location for paddlers on Cape Cod. Its natural scenery and beauty is unmatched. We provide top of the line equipment and have been rated the Best of Cape Cod twelve years in a row. With our rentals you can go at your own pass and take your time in this amazing location. The rentals include staging and transportation of the equipment so you never have to lift or move anything on your own. Come join RideAway, the number one adventure outfitter on Cape Cod, and see the Cape like never before.

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.