Cape Cod, Massachusetts Tours & Activities in 2026

Cape Cod , Massachusetts

From $ 79.00

Situated on the Cape's northern-most tip, Provincetown is known for its art galleries, shopping, restaurants, landmarks, picturesque beaches and more. With our high-speed catamaran, all of this is just a 90 minute ride away!

Cape Cod , Massachusetts

From $ 108.00

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.

Cape Cod , Massachusetts

From $ 40.00

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.

Cape Cod , Massachusetts

From $ 13.18

Enjoy award winning wines, wine jellies, and wine sauces in a tasting on historic Plymouth Bay. "Experience Delicious" a stone's throw away from Plymouth Rock.

Cape Cod , Massachusetts

From $ 80.00

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.

Cape Cod , Massachusetts

From $ 85.00

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.

Cape Cod , Massachusetts

From $ 92.00

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!

Cape Cod , Massachusetts

From $ 80.00

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.

Cape Cod , Massachusetts

From $ 80.00

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.

Cape Cod , Massachusetts

From $ 105.00

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!

Cape Cod , Massachusetts

From $ 50.00

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.

Cape Cod , Massachusetts

From $ 75.00

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!

Cape Cod , Massachusetts

From $ 29.00

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Cape Cod , Massachusetts

From $ 13.49

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.

Cape Cod , Massachusetts

From $ 50.00

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.

Cape Cod , Massachusetts

From $ 60.00

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!