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7 results
Best Seller
Step back in time and immerse yourself in Maine's maritime heritage on a sailing trip onboard the only historic day sailing schooner out of Camden. Soak up views of Maine's lighthouse-dotted coastline while the crew points out wildlife, tells you the history of the area, and shows you local landmarks. Get hands on by learning to haul sails or just relax with a bottle of wine and a picnic (byob).
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4.9
(83)
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
2 hours
Free Cancellation
from
$73
Enjoy a one-of-a-kind perspective on Maine’s picture-perfect sunsets on this early-evening sailing tour. Departing from the scenic Camden Harbor, travel aboard a large, elegant windjammer that was built according to traditional methods. Sail past Curtis Island Light, admire Mt. Battie, and take in the ruggedly beautiful coastal scenery. En route, spot wildlife, enjoy drinks on board (available for purchase), and toast to the sunset.
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4.9
(425)
Windjammer Classic Sunset Sail from Camden, Maine
2 hours
Free Cancellation
from
$65
Cruise Camden’s scenic coast aboard the Appledore II, a historic wooden schooner that's a thrilling taste of traditional Maine sailing. You can take the helm, raise the sails, or just find a comfortable spot on deck; an environmentally-friendly alternative to motorized Camden cruises, this sailing tour is a great way to explore the coast with just the sounds of the wind, sails, and sea to keep you company.
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4.8
(407)
Windjammer Classic Day Sail from Camden, Maine
2 hours
Free Cancellation
from
$60
A 2+ hour cruise around the bay with a VIP stop off at the iconic Young's lobster pound for one of their famed lobster rolls.
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(8)
Experience Belfast with Sunset and Cruise
2 hours
Free Cancellation
from
$140
Explore the pristine beauty of Monroe Island on this 6-hour adventure that combines sailing, hiking, and a delicious lobster picnic. Departing from Rockland, you'll sail past iconic lighthouses before arriving at the 250-acre preserve, where you can hike through lush forests and along rocky beaches for 2-2.5 hours. After your exploration, enjoy a lobster roll lunch while sailing back through picturesque Penobscot Bay. This tour is perfect for all ages and includes opportunities to assist with sailing, making it a fun and engaging experience for families and nature lovers alike. - 6-hour sailing trip suitable for all ages with a focus on nature - 2-2.5 hours of hiking, beachcombing, and wildlife viewing on Monroe Island - Lobster picnic lunch provided; alternative meals available upon request - Opportunity to help sail the boat and enjoy fresh salt spray on the return journey
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705
Operator reviews
6 Hours Monroe Island Adventure Experience
6 hours
from
$272
Special Offer
What sets this experience apart is its simplicity, timing, and sense of place. This isn’t a busy sightseeing tour—it’s a small-group, early-morning experience designed around the calmest, most beautiful time of day on Penobscot Bay. With a maximum of six guests, the atmosphere stays personal and unhurried. You’re not following a script or rushing between stops—just easing into the day on the water as the coast quietly comes to life around you. Traveling on a classic wooden lobster boat adds to the authenticity, offering a true connection to Maine’s working waterfront. Fresh coffee and breakfast are served on board, turning the experience into something more than a cruise—it’s a moment. It’s the kind of start to the day that feels simple, but stays with you long after.
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Penobscot Bay Shared Boat Tour from Belfast
1 hour 30 minutes
Free Cancellation
from
$96
$120
Special Offer
Enjoy a laid-back evening on a social sunset cruise around Belfast Bay. This small-group boat tour accommodates up to 6 guests, making it perfect for solo travelers, couples, or friends looking to unwind together. Bring your favorite drinks and snacks aboard while you drift through the harbor, soaking in the stunning coastal views as the sun sets. With no set agenda, it's an unhurried experience that encourages good conversations and new friendships in a relaxed atmosphere. 2-hour sunset boat tour on Penobscot Bay Small-group experience with a maximum of 6 guests Bring your own drinks and snacks to enjoy during the cruise Relaxed atmosphere perfect for socializing and meeting new people
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Sunset Social BYOB Cruise in Belfast Bay
2 hours
Free Cancellation
from
$96
$120
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