
The most-booked Kennebunkport tours and tickets right now

Step away from the hustle and bustle of the Lower Village and into the quiet neighborhoods of the first residents of Kennebunkport in the Kennebunkport Historical District.
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Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Saco Bay on our intimate sailboat. No prior experience necessary! Our knowledgeable crew will share fascinating stories about the eight captivating islands of Saco Bay and the picturesque Old Orchard Beach. Admire the iconic New England charm of Wood Island Lighthouse and Biddeford Pool as you soak in the wonders of the ocean and sun. Take in the breathtaking views of the endless horizon and keep an eye out for wildlife along the way! If you're feeling adventurous, you can even try your hand at sailing the boat yourself. Most importantly, take this opportunity to relax and unwind as you escape the hustle and bustle of everyday life. Come aboard and let us show you the beauty of Maine's coastline as you enjoy a well-deserved break on our two-hour sail.
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Strange tales from haunted homes and hotels abound as does mysterious maritime history. The supernatural stories of this community feature roaming spirits, Spiritualist seances, and a poltergeist. You'll also see the supernatural side of celebrities who summered in the Kennebunks, including Booth Tarkington and Margaret Deland, and fathom the seafaring yarns of haunted lighthouses, dire premonitions, ghost ships, and sea serpents.
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Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboard our vessel, where every moment unfolds as a cherished tale. Explore the hidden wonders of the Saco River and Saco Bay under the guidance of our seasoned crew. Surrender to the serene embrace of the moment as the ocean murmurs its secrets and the sun paints the horizon with a radiant glow. Seize the opportunity to take the helm and experience the exhilaration of sailing firsthand. Whether craving adventure or seeking inner peace, our private sunset sail promises an unparalleled experience. Allow us to craft an unforgettable journey that lingers in your heart long after the sun has dipped below the horizon. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.
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The area has been home to those who make their living on the sea for centuries and a popular destination for visitors who love the history, beautiful beaches and plentiful outdoor activities. In recent years the culinary scene is also attracting visitors with nationally renowned chefs, gourmet catering companies, craft brewers and award winning food artisans. This tour takes a leisurely half mile walk from Dock Square across the bridge into the lower village as you taste all along the way what it means to be from Maine. You will visit with shop keepers and food artisans, taste chowders, lobsters and more, all regionally sourced and created by local talent. Our friendly and knowledgeable guides will take you to several venues to sip, taste and learn about Maine's culinary history and vibrant food scene.
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Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding settlement to a renowned summer destination. As you stroll through Dock Square and the picturesque streets, experience the fascinating stories behind the town's bustling shipyards, the people who lived here, and the rise of present day Kennebunkport. Perfect for history enthusiasts and curious travelers alike, this tour provides an insider’s perspective on the cultural heritage of Kennebunkport. - Walk through the scenic streets of Kennebunkport and hear captivating tales - Learn about the town's transformation from shipbuilding to a tourist haven - Ideal for history buffs, families, and those seeking local insights - Tours available from May to October, offering a unique view of the town's past
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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!
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This 10-mile non-electric bicycle tour includes stops at all the scenic and historical highlights of the Kennebunk and Kennebunkport areas. You’ll get up close to a 19th-Century shipbuilder’s home, view breathtaking seascapes, tour a stunning seaside chapel, marvel at the sweeping compound of two American presidents, and gaze at a classic Maine lighthouse — among many other points of interest. The route itself is worth the ride: one of the most iconic coastal byways in Southern Maine. All your guides are locals, with deep knowledge of the region’s history and culture and a gift for storytelling. We love talking about this area, and we will be happy to answer any questions you might have along the way. The bikes themselves offer pure, human-powered, eco-friendly enjoyment — maintained to the highest standards by expert mechanics. You can choose from an 8-speed cruiser bike with swept-back handlebars or a sportier hybrid. Smaller bikes are available for younger participants.
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Major attractions with reserved entry - skip the queue, walk straight in

Step away from the hustle and bustle of the Lower Village and into the quiet neighborhoods of the first residents of Kennebunkport in the Kennebunkport Historical District.
No similar experiences found

Small-group + private walking tours with a local guide

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Saco Bay on our intimate sailboat. No prior experience necessary! Our knowledgeable crew will share fascinating stories about the eight captivating islands of Saco Bay and the picturesque Old Orchard Beach. Admire the iconic New England charm of Wood Island Lighthouse and Biddeford Pool as you soak in the wonders of the ocean and sun. Take in the breathtaking views of the endless horizon and keep an eye out for wildlife along the way! If you're feeling adventurous, you can even try your hand at sailing the boat yourself. Most importantly, take this opportunity to relax and unwind as you escape the hustle and bustle of everyday life. Come aboard and let us show you the beauty of Maine's coastline as you enjoy a well-deserved break on our two-hour sail.
No similar experiences found

Explore the rich maritime history of Kennebunkport, Maine, on this small group walking tour. Discover how this charming seaside town evolved from a humble shipbuilding settlement to a renowned summer destination. As you stroll through Dock Square and the picturesque streets, experience the fascinating stories behind the town's bustling shipyards, the people who lived here, and the rise of present day Kennebunkport. Perfect for history enthusiasts and curious travelers alike, this tour provides an insider’s perspective on the cultural heritage of Kennebunkport. - Walk through the scenic streets of Kennebunkport and hear captivating tales - Learn about the town's transformation from shipbuilding to a tourist haven - Ideal for history buffs, families, and those seeking local insights - Tours available from May to October, offering a unique view of the town's past
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Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. Glide along the Saco River and take in the picturesque views of Biddeford Pool, Camp Ellis, and the iconic Wood Island Lighthouse. Ideal for small groups of up to 6, this intimate sailing adventure welcomes all ages, ensuring a delightful experience for families, friends, or couples. Enjoy the beauty of the Maine coast as the sun sets, creating lasting memories on the water. - 2-hour sunset cruise along the scenic Saco River - Limited to 6 passengers for a cozy experience - All ages welcome—perfect for families and couples - Daily departures based on sunset times, ensuring a unique experience each time
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Food tours, market walks, wine tastings, cocktail experiences

The area has been home to those who make their living on the sea for centuries and a popular destination for visitors who love the history, beautiful beaches and plentiful outdoor activities. In recent years the culinary scene is also attracting visitors with nationally renowned chefs, gourmet catering companies, craft brewers and award winning food artisans. This tour takes a leisurely half mile walk from Dock Square across the bridge into the lower village as you taste all along the way what it means to be from Maine. You will visit with shop keepers and food artisans, taste chowders, lobsters and more, all regionally sourced and created by local talent. Our friendly and knowledgeable guides will take you to several venues to sip, taste and learn about Maine's culinary history and vibrant food scene.
No similar experiences found

River cruises, sailing, sunset boats, harbour tours

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboard our vessel, where every moment unfolds as a cherished tale. Explore the hidden wonders of the Saco River and Saco Bay under the guidance of our seasoned crew. Surrender to the serene embrace of the moment as the ocean murmurs its secrets and the sun paints the horizon with a radiant glow. Seize the opportunity to take the helm and experience the exhilaration of sailing firsthand. Whether craving adventure or seeking inner peace, our private sunset sail promises an unparalleled experience. Allow us to craft an unforgettable journey that lingers in your heart long after the sun has dipped below the horizon. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.
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Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden secrets. If you're intrigued by shipwrecks, daring rescues at sea, or the ghostly hauntings of Wood Island Lighthouse, just let us know – we have a treasure trove of stories to share. Indulge in relaxation as you sip on your favorite beverage and allow us to pamper you with impeccable service. As we sail, keep your eyes peeled for marine wildlife – from playful seals and graceful porpoises to majestic sharks and even whales, every moment on the water promises an encounter with nature's wonders. To ensure an intimate experience, we limit our tours to a maximum of six people. Join us and embark on a journey that will leave you with cherished memories and a newfound love for Maine's breathtaking coastline.
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Museums, ruins, art collections, religious sites with expert guides

Strange tales from haunted homes and hotels abound as does mysterious maritime history. The supernatural stories of this community feature roaming spirits, Spiritualist seances, and a poltergeist. You'll also see the supernatural side of celebrities who summered in the Kennebunks, including Booth Tarkington and Margaret Deland, and fathom the seafaring yarns of haunted lighthouses, dire premonitions, ghost ships, and sea serpents.
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(For guests 16 and older) Long sandy beaches, rocky coastal crags, sprawling seaside mansions, classic New England countryside, stunning historical architecture — this tour is for intrepid spirits who want to go the distance and see everything. Along this 17-mile loop you'll venture a little bit farther afield than most while still visiting the must-see highlights of the Kennebunks. And don't worry; this isn't a whirlwind tour. Your guide will make sure to allow plenty of time to stop, learn about local history, dip your toes in the ocean, and take pictures. This is a true e-bike adventure, traversing a variety of environments with lots of opportunities to cruise and enjoy the ride. Your well-maintained class 2 e-bikes make it possible without working up too much of a sweat. Never ridden an e-bike before? No worries. If you can ride a regular bicycle, you'll be fine. Your patient and personable guide will demonstrate everything you need to know before the tour begins.
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Every December, Kennebunkport transforms into a coastal holiday wonderland filled with twinkling lights, pine garlands, lobster-trap trees, and merry carolers. Experience the magic firsthand on our relaxed Prelude walking tour through Dock Square, Ocean Avenue, and historic seaside streets. Along the way, you'll hear centuries of holiday lore, local traditions, and stories of sea captains, shipbuilders, and Walker's Point. It’s slow-paced, cozy, and loaded with insider tips and top photo ops.
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Bike tours, e-bikes, kayaking, rafting, anything outside

This 10-mile non-electric bicycle tour includes stops at all the scenic and historical highlights of the Kennebunk and Kennebunkport areas. You’ll get up close to a 19th-Century shipbuilder’s home, view breathtaking seascapes, tour a stunning seaside chapel, marvel at the sweeping compound of two American presidents, and gaze at a classic Maine lighthouse — among many other points of interest. The route itself is worth the ride: one of the most iconic coastal byways in Southern Maine. All your guides are locals, with deep knowledge of the region’s history and culture and a gift for storytelling. We love talking about this area, and we will be happy to answer any questions you might have along the way. The bikes themselves offer pure, human-powered, eco-friendly enjoyment — maintained to the highest standards by expert mechanics. You can choose from an 8-speed cruiser bike with swept-back handlebars or a sportier hybrid. Smaller bikes are available for younger participants.
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(For guests 16 and older) Planning your first day in the Kennebunks? As you cruise along this 10- to 12-mile loop, you'll stop to visit all the can't-miss scenic and historic sites in town — and a few lesser-known gems, as well. Your local guide will entertain you with larger-than-life tales and fascinating historical facts while allowing plenty of time to snap photos and absorb the breathtaking coastal Maine vistas. From start to finish, this tour is pure, effortless joy aboard our well-maintained class 2 e-bikes. Four pedal assist options tailor the experience to your physical ability level, with an optional throttle for those moments when you would rather not pedal at all. If you've never ridden an e-bike before, no worries. Your patient and personable guide will demonstrate everything you need to know before the tour begins and will continue to check in on you throughout the experience. The vibe on this tour is relaxed, informative, and, most of all, fun!
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Set off on the tranquil waters of Kennebunkport for a private 2-hour fishing adventure. Perfect for families and beginners, this experience allows you to learn fishing techniques from an experienced captain while exploring the stunning coastline and hidden gems of Saco Bay. With a maximum of 6 guests, enjoy an intimate setting as you cast your lines near the iconic Wood Island Lighthouse and the scenic Saco River. This fishing trip promises not just relaxation but also the creation of lasting memories with friends and family. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, including the iconic Wood Island Lighthouse and Biddeford Pool. Perfect for all ages, this charter offers a relaxing atmosphere where you can create lasting memories with family and friends amidst the beautiful Maine coastline. Alternative Biddeford Pickup - From Kennebunkport area this location will save 40 minutes of driving.
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Private guides, VIP access, after-hours tours, premium small-group

Explore the stunning coastline of Maine on a private scenic cruise. This intimate adventure allows up to 6 guests and offers personalized experiences, from observing marine wildlife like seals & porpoises to capturing views of picturesque lighthouses. You can navigate the Saco River while enjoying charming coastal towns & scenic beaches. Led by licensed Maine Guides, this tour provides insights into local ecology & conservation efforts, ensuring an enriching outing for all ages. Book your private charter for an unforgettable day. - Private cruise for up to 6 guests, ensuring a personalized experience - Choose your vessel: options available for 27' or 31' boats - Customizable itinerary with options for wildlife sightings & lighthouse views - Options available for 2 & 4 hours - both day and sunset excursions - Knowledgeable guides share insights on Maine's marine ecosystems – Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability
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Explore the stunning coastline of Maine on a private lobstering & scenic cruise. This unique experience allows you to participate in the tradition of lobster fishing while enjoying the beautiful sights of Saco Bay. With a maximum of six guests, the tour is perfect for families and friends looking to create lasting memories together. Get up close to iconic landmarks like the Wood Island Lighthouse and the Saco River. Your knowledgeable crew will guide you through the process, ensuring a fun and educational adventure on the water. - Private charter for up to 6 guests, ensuring a personalized experience - Choose your vessel: options available for 27' or 31' charters - Options available for daytime or sunset - Enjoy a 1.5-hour lobstering experience with expert crew guidance - Discover the scenic beauty of Saco Bay - Suitable for all ages, perfect for outings with family/friends - Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability
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Common questions about booking Kennebunkport experiences through SimilarTours
Summer and early fall offer the warmest water and most stable conditions for whale watching and fishing. If you're after specific fish species or migration patterns, check before you go - your guide can advise on seasonal peaks when you book.
Popular private charters here fill up weeks in advance during peak season. Book at least 2-3 weeks ahead for summer travel, longer if you have specific dates in mind.
Absolutely. The waters here can shift quickly, and experienced guides know exactly where the fish are running and where to catch the sunset light. You'll have a much better day than doing it solo.
The town itself is walkable, but you'll need a car or arranged transport to reach most boat launches and charter departure points. Ask your tour operator about pickup options when you book.
Sunscreen, layers, and a hat are essentials - the ocean wind is colder than you'd expect. Your charter operator will specify what they provide and what you should bring, so check before you go.
Many private sailing and scenic cruise options work well for families. Fishing charters and whale watching trips generally depend on your child's age and comfort on the water - confirm age requirements when booking.
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Kennebunkport is a picturesque coastal Maine town where the real action happens on the water. Visitors here book private fishing charters, whale watching adventures, and sailing experiences - many at golden hour when the light turns the ocean gold. You'll find everything from half-day offshore trips to multi-hour fly fishing for two, plus lobstering cruises and spiritual healing sessions if you want something beyond the typical boat tour. The fishing and sailing culture here runs deep, and most travellers opt for private guides rather than group outings.