The 5 Best Cruises And Boat Tours in Portland Maine
Portland, Maine, is a harbor town that feels like it’s been made for boat lovers. Its rugged coastline, colorful lighthouses, and lively maritime history make exploring by water a must-do. Whether you’re after a quick sightseeing jaunt, a sunset sail, or a private cruise with friends, Portland offers a range of options that showcase its authentic charm.
In this guide, we’ll walk you through five standout boat experiences. From the fully narrated Best of Maine Lighthouse Scenic Cruise to the elegant Schooner Tall Ship Experience, each offers a different way to enjoy Casco Bay. We’ll explore what makes each one special, what you’ll see and do, and who they’re best suited for—helping you pick the perfect maritime adventure for your trip.
1. Portland: Best of Maine Lighthouse Scenic Cruise

Starting with the Best of Maine Lighthouse Scenic Cruise, this 105-minute fully narrated trip is a favorite for many visitors. At $54 per person, it offers a great balance of value and insight. The cruise covers Casco Bay’s most iconic sights, including Portland Head Light and Spring Point Ledge Lighthouse, plus civil war-era forts and wildlife habitats.
What makes this tour stand out is the rich storytelling from a knowledgeable guide and the chance to see seals at Halfway Rock. The boat itself is comfortable, with good viewing from both indoor and outdoor areas, making it suitable regardless of weather. It’s perfect for history buffs and those looking for a relaxing yet informative experience.
The reviews emphasize the friendly guides and stunning views. One traveler noted, “We enjoyed the beautiful lighthouses. The guide was very informative and friendly. The boat was comfortable.” It’s ideal for travelers wanting an in-depth tour that combines scenery with history.
Bottom line: A good choice for those seeking informative narration, iconic lighthouse views, and wildlife spotting in a relaxed setting.
2. Portland: Sightseeing Cruise to Portland Head Light

For a shorter, 1-hour experience, the Sightseeing Cruise to Portland Head Light offers a quick but scenic introduction to Casco Bay. Priced at $36 per person, it’s a solid option for those with limited time or looking to combine water views with other Portland activities.
This tour features both indoor and outdoor seating, making it comfortable in different weather conditions. The boat takes you around Portland’s historic waterfront, giving you the chance to spot seals and see the famous lighthouses, all while listening to a professional guide’s narration. Expect to see lobster boats, seabirds, and other marine life as you cruise past the city’s iconic maritime landmarks.
Reviewers appreciate the friendly service and scenic vistas, with one noting, “It was a lovely day to be on the water and learning about the Portland, Me coast.” If you’re after a quick overview that still hits the highlights, this cruise fits the bill.
Bottom line: Ideal for time-constrained travelers who want a snapshot of Casco Bay’s beauty and history without sacrificing comfort.
3. Portland: Casco Bay Sunset and Lighthouse Cruise

For a romantic and visually stunning experience, the Sunset and Lighthouse Cruise offers a 105-minute journey into the evening glow. At $56 per person, it’s priced slightly higher but delivers a memorable sunset over Casco Bay, complete with views of the Calendar Islands.
As the sun dips, the sky turns a riot of colors, and you can sip drinks from the onboard bar while snapping photos of lighthouses and coastal scenery. The tour takes you through Diamond Pass, adding a dash of adventure, and provides ample opportunities to learn about local landmarks from a knowledgeable guide.
Guests rave about the spectacular sunset views and the relaxed atmosphere, with one reviewer stating, “The tour was just the perfect time to enjoy the beautiful Casco Bay. The guide was giving a nice historical overview on many things interesting in Portland, Maine.” Bring a jacket, as it gets breezy, and settle in for a peaceful evening.
Bottom line: Perfect for couples or anyone seeking a scenic, peaceful sunset with excellent photo opportunities.
4. Portland: Schooner Tall Ship Cruise on Casco Bay

If you’re after a truly classic maritime experience, the Schooner Tall Ship Cruise is hard to beat. This 2-hour cruise on a historic tall ship costs $108 per person but immerses you in Maine’s seafaring heritage.
Sailing aboard a famous schooner, you’ll glide past lighthouses, spot seals, and admire rugged coastlines. The crew is friendly and eager to share their knowledge, and while you can just relax and soak up the scenery, they often invite guests to help with sailing if interested. The experience offers a rare chance to connect with maritime tradition in a hands-on way.
Guests describe this as “a truly memorable day,” praising the craftsmanship of the vessel and the crew’s hospitality. It’s best suited for those with some interest in sailing or history, and who want a more interactive and authentic experience.
Bottom line: A top pick for maritime enthusiasts and families craving a hands-on, scenic sail with a sense of history.
5. Portland: Private Charter on a Vintage Lobster Boat

For a personalized trip, the Private Charter on a Vintage Lobster Boat offers a tailored experience for up to 6 people. At $308 per person, it’s a splurge but promises exclusivity, flexibility, and a true Maine feel.
Starting from the Portland Beer Hub, this cruise lets you set your own itinerary, stopping at various lighthouses and wildlife spots. The crew is friendly and eager to showcase the natural beauty of Casco Bay in a relaxed, private setting. It’s particularly suitable for small groups or families seeking a memorable, intimate experience.
Reviewers highlight the beautiful views and the personalized service, with comments like, “My family and I had such a good time! Thank you guys for having us!” This tour is best for those who want a custom, luxury experience and are comfortable with the higher cost.
Bottom line: A superb pick for private groups wanting a flexible, exclusive Maine coastal adventure.
How to Choose the Right Portland Boat Tour
Picking the best cruise or boat tour depends on what you want. If you’re interested in detailed lighthouse history and wildlife, the Best of Maine Lighthouse Scenic Cruise hits all the highlights. For a quick but scenic overview, the Portland Sightseeing Cruise works well. Want a romantic sunset with beautiful photos? The Sunset and Lighthouse Cruise is perfect. For a more immersive sailing experience, the Tall Ship Cruise offers authentic maritime charm, while the Private Lobster Boat provides a personalized, luxurious outing.
Consider your budget, how much time you have, and whether you prefer a guided narration, active sailing, or private time on the water. Booking early is advisable, especially for sunset or private tours, which tend to fill quickly.
Final Thoughts
Portland Maine’s water-based tours offer a variety of ways to experience its maritime character. The Best of Maine Lighthouse Scenic Cruise and the Sunset Cruise stand out for their scenic beauty and storytelling, perfect for first-timers. The Tall Ship Sail and Private Lobster Charter will appeal to those looking for a more authentic or exclusive experience.
Whichever you choose, you’ll leave with a new appreciation for Portland’s rugged coast, rich history, and lively maritime culture. Booking early ensures you get your preferred time, so plan ahead and set sail into the beauty of Casco Bay.