Kennebunkport is a seaside town that truly lives up to its reputation for charm, with rugged coastline, historic lighthouses, and plenty of maritime activity. It’s the kind of place where hopping on a boat feels almost mandatory. Whether you want to relax on a luxury catamaran, explore the coastline on a quick sail, or indulge in a private sunset cruise, Kennebunkport offers a variety of memorable water-based experiences. We especially love the Luxury Catamaran Sailing Charters for its spaciousness and wildlife sightings, and the Golden Hour Escape for its perfect sunset views.
Kennebunkport’s boat tours are ideal whether you’re seeking adventure, romance, or just a peaceful way to see Maine’s stunning coastline. The options vary from elegant, all-day sails to quick, exhilarating cruises, and even private charters. Whatever your style, these tours provide a fantastic perspective on the area’s natural beauty and maritime culture.
Quick Overview of Kennebunkport Boat Tours
Our list features five top boat experiences tailored for all kinds of travelers. You’ll find luxury private charters, family-friendly excursions, and small-group adventures. For example, the Luxury Catamaran Sailing Charters offers a relaxing, wildlife-filled voyage with the option to upgrade to private sailing. The Sail Away is perfect for those who want a quick, intimate adventure exploring Maine’s coastal islands. If you’re after a romantic sunset, the Golden Hour Escape is an excellent choice. For a longer, story-rich journey, the Half-Day Scenic Sail combines natural beauty with tales of shipwrecks and lighthouse hauntings. And for those seeking exclusivity, the Private Two Hour Sail offers a personalized experience for up to six guests.
Now, let’s look at each of these outstanding options in detail.
1. Luxury Catamaran Sailing Charters in Maine
Starting at number one, the Luxury Catamaran Sailing Charters is a standout for its sleek, spacious boat and small-group vibe. For around $135 per person, you’ll spend about two hours gliding along the Atlantic, with captain Nils at the helm. This tour is perfect if you enjoy wildlife sightings, as you’ll cruise past lighthouses like Wood Island, spot seals, minke whales, and bald eagles, and admire Maine’s rugged coastline from an entirely new perspective.
What sets this apart is the attention to comfort and personalized service—several seating areas inside and out, and the option to upgrade to a private cruise. The captain’s stories about sailing to Bermuda and the Caribbean add an extra layer of personality that travelers find engaging. Reviewers repeatedly mention the boat’s pristine condition and the captain’s friendly knowledge. One said, “The trip was relaxing and amazing, with plenty of room to roam and learn about local wildlife.” It’s best suited for those who want a leisurely, wildlife-rich experience with flexible sailing times.
Bottom line: If you’re craving a luxurious, intimate cruise with wildlife and coastal views, this is your top pick.
2. Sail Away: Explore Maine’s Coastal Beauty on a 2-Hour Excursion
At number two, the Sail Away offers an equally two-hour adventure, but with a focus on Maine’s iconic islands and seascapes. For $150 per person, you’ll hop aboard a cozy sailboat guided by an experienced crew. This tour is ideal for those interested in the islands of Saco Bay—including Wood Island, Basket Island, and Eagle Island—and getting a unique look at Old Orchard Beach’s seven miles of sandy shoreline.
The trip offers a mix of education and fun, with stories about lighthouse keepers and the area’s maritime history. Reviewers highlight how Captain Bob and Jake made the experience memorable, especially with kids, making it perfect for families or those new to sailing. One reviewer said, “Captain Bob was considerate of each of our needs and made the experience educational and fun.” The relaxed pace and small group size make it easy to ask questions and soak in the scenery.
Bottom line: If you want a relaxed, informative coastal cruise with a friendly crew and beautiful island views, this tour ranks highly.
3. Golden Hour Escape: Private Sunset Sail in Coastal Maine
For a romantic or special occasion, the Golden Hour Escape is hard to beat. Priced at $1,020 per group (up to six people), this private two-hour cruise offers a personalized experience tailored to your preferences. The timing is perfect for witnessing Maine’s spectacular sunset and capturing stunning photos as the sky turns shades of pink and gold.
During this voyage, you’ll pass by Wood Island Lighthouse and explore the islands of Saco Bay, enjoying the peaceful sounds of nature and the changing tides. The crew can serve drinks, desserts, or even dinner—making it a true indulgence. Reviewers describe it as “the most magical experience,” praising the serenity and the views. It’s best suited for couples, small groups, or anyone celebrating a special moment.
Bottom line: For a romantic sunset with privacy and comfort, this cruise offers an unforgettable experience worth splurging on.
4. Discover Maine’s Coastal Charms: Half-Day Scenic Sail
At number four, the Half-Day Scenic Sail offers a longer, four-hour journey exploring the natural and maritime history of Maine’s coastline. Priced at $270 per person, it’s the most immersive option on our list, blending sightseeing with storytelling. You’ll cruise past the Wood Island Lighthouse, known for its lighthouse keepers and shipwreck stories, and learn about rescue operations and local legends.
The trip also covers Old Orchard Beach, the longest sandy beach in Maine, and Biddeford Pool, where you can see the tides change and hear the bells ringing from the local church. This tour is suited for history buffs, maritime enthusiasts, or travelers who want a deeper connection to Maine’s seafaring culture. Reviewers appreciate the detailed stories about wrecks and hauntings, which add richness to the experience.
Bottom line: If you’re interested in history and natural beauty and have extra time, this tour offers a comprehensive look at Maine’s maritime heritage.
5. Private Two Hour Sail on the Saco River
Rounding out our list is the Private Two Hour Sail on the Saco River, perfect for those seeking exclusivity. For $795 per group, up to six people, this private charter offers a tailored experience exploring the Saco River, Wood Island, and Biddeford Pool. The intimate setting allows you to customize your journey, whether you want wildlife viewing, lighthouse visits, or just relaxing with family and friends.
The itinerary includes stops at the long sandy beach of Old Orchard and the changing tides of Biddeford Pool, with plenty of opportunities to learn about the area’s history. It’s ideal for special celebrations, quiet escapes, or just a flexible day on the water. The reviews are still pending, but the personalized nature makes it a compelling choice for travelers who want control over their experience.
Bottom line: If privacy and customization are your priorities, this sail provides a serene, exclusive outing.
$795.00 per group (up to 6)
How to Choose the Right Boat Tour in Kennebunkport
Choosing among these options boils down to your interests and budget. If you’re after a luxury wildlife cruise, the Luxury Catamaran is hard to beat. For a quick, scenic exploration with family-friendly storytelling, the Sail Away fits well. A romantic sunset experience calls for the Golden Hour Escape, while history and longer natural explorations are best suited for the Half-Day Scenic Sail. Lastly, for those wanting a private, customized outing, the Two Hour Private Sail provides flexibility.
Booking early, especially for private or sunset cruises, is advisable during peak season (summer months). Consider your preferred pace—whether a quick wildlife sighting or a relaxing, in-depth journey—and choose accordingly.
Final Thoughts
Kennebunkport’s boat tours offer something for all, from wildlife lovers and history buffs to couples seeking a romantic escape. With options ranging from small-group sails to luxurious private charters, you’ll find a way to see Maine’s coastline that fits your style and budget. We recommend booking your preferred cruise well in advance to ensure availability, especially if planning for summer. Whether you’re looking for adventure, relaxation, or a special moment on the water, these tours will make your Kennebunkport visit unforgettable.