Top Kennebunkport Private and Luxury

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.

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.

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

A unique opportunity awaits aboard the Miss Megan II, a custom-built 31′ ocean charter boat designed for comfort and stability. Over four hours, up to six guests will explore the rich marine life of Maine, including harbor seals, minke whales, lobsters, hermit crabs, porpoise, terns, gulls, cormorants, sunfish, dogfish and basking sharks and a variety of seabirds. Led by Captain Shawn Tibbetts, a licensed Maine Guide with over 20 years of experience, you'll delve into conservation efforts that protect this beautiful ecosystem. Enjoy stunning views of the Wood Island Lighthouse and the scenic Saco River while creating unforgettable memories in an intimate setting. Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability.

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.

Gain an insight into the history and early residents of Kennebunkport on this guided walking tour with a small group of just nine travelers. Escape the crowds of the Lower Village and follow your guide around the Historic District. Admire the houses where the first residents lived, with the possibility of entering some historic homes.

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.

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.

The historic Goat Island Lighthouse, forever-wild islands, a charming fishing village, and a tranquil harbor set the scene for a quintessentially Maine kayak outing. No kayak experience necessary! Your tour will be led by a Registered Maine Kayak Guide with years of experience and local expertise. Starting from your launch near the charming fishing village of Cape Porpoise, you'll paddle out into the harbor and among the small wooded islands that shelter these waters from the Atlantic current. Every tour includes a landing on Goat Island to visit the lighthouse, which has guarded this harbor since the 19th Century. You will enjoy the island's beautiful ocean views and, weather permitting, enter the lighthouse to snap some vacation-defining photos from the top deck. A Maine-style lobster roll to enjoy during your island stop is included with your booking! The paddling is easy on calm water. Your guide will show you how to paddle properly and will monitor you throughout your tour.

Discover the beauty of Maine's coastline on a private sailing adventure that includes an exclusive walking tour of the restored Wood Island Lighthouse. This unique experience allows you to sail aboard a beautiful 40′ sailboat while enjoying fascinating stories about the rich history of Saco Bay. After sailing, disembark at Wood Island to explore the lighthouse and Keeper's House, culminating in a climb to the lantern room for breathtaking views. Perfect for families and friends, this tour accommodates up to 6 passengers and includes insights from knowledgeable guides. - Private sailing tour for up to 6 guests - Exclusive access to Wood Island Lighthouse and its Keeper's House - Learn about Maine's maritime history from experienced guides - Ideal for all ages; children must be 10 or older to ascend the lighthouse tower – Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability

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

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

(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!

(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.

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.

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.