Top Cape Cod Tours, Sightseeing & Cruises

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.

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.

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.

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

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.

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).

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.

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.

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.

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.

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

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.

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 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.

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

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.

This 90-minute journey on a catamaran is the fastest and most luxurious way to travel to Cape Cod, where restaurants, beaches, shopping and nightlife await.

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.

Our Mashpee Popponesset Bay location is one of the top rated kayaking locations on Cape Cod. It is a combination of beautiful wildlife, amazing real estate and never ending wild life. Not to mention the private beach only accessible by boat! 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.

Experience Cape Cod on a different level with this fun-filled scavenger hunt. Part tour, part detective hunt, this immersive experience centers on a smartphone digital quest and remote host who guides you around the cape by self-drive car. Check in at scenic destinations like Truro Vineyards, interpret art, history, and culture clues; complete challenges, meet locals, and score points to compete on an international leaderboard.

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.