Portland, Maine, isn’t just about its stunning coastal scenery and excellent food. This city sits on a vibrant waterfront that’s perfect for exploring by boat. Whether you want to see iconic lighthouses, enjoy a sunset over the water, or sail aboard a historic schooner, Portland offers a variety of cruise options suited for different tastes and budgets. The area’s maritime heritage, rugged coastline, and abundant wildlife make boat tours here a highlight of any trip.
Many of the tours are fully narrated, giving you insight into Portland’s past and the stories behind its lighthouse beacons. Plus, with plentiful wildlife sightings like seals and seabirds, these experiences deliver more than just pretty views—they’re educational and fun. If you’re looking for a memorable way to experience Casco Bay, the options below offer something for every maritime enthusiast.
1. Portland: Best of Maine Lighthouse Scenic Cruise
At number 1 on our list, the Portland: Best of Maine Lighthouse Scenic Cruise takes about 105 minutes of touring Casco Bay on a fully narrated boat that combines sightseeing with storytelling. Priced at $54 per person, this cruise is a favorite thanks to its combination of iconic lighthouse views and engaging guides. You’ll pass major sights like Portland Head Light and Spring Point Ledge Lighthouse, learning their stories along the way, with the chance to spot local wildlife like seals at Halfway Rock.
What sets this tour apart is its depth of detail—guides share insights into Portland’s maritime history and the significance of civil war-era forts along the coast. The boat itself is comfortable, and parking is usually straightforward. Many reviewers mention the friendly, knowledgeable guides, like Robby, who make the tour both informative and entertaining. The cruise also includes viewing four historic lighthouses, making it ideal for lighthouse enthusiasts or those interested in Portland’s coastal heritage.
Bottom line: This tour offers an immersive, scenic experience perfect for history buffs and wildlife watchers alike. It’s a bit longer and slightly more expensive, but the combination of comfort and expert narration makes it a top choice for a comprehensive Casco Bay adventure.
2. Portland: Sightseeing Cruise to Portland Head Light
Coming in at number 2, the Portland: Sightseeing Cruise to Portland Head Light offers a shorter, 1-hour fully narrated tour for $36. This cruise is perfect if you’re looking for a quick but engaging way to get on the water. It features spacious indoor and outdoor seating, so you can enjoy the views regardless of weather. You’ll see Portland’s lively waterfront, plus the iconic Portland Head Light—one of the most photographed lighthouses in the country.
Guests consistently praise the guide’s ability to entertain and inform, with many noting how much they learned about Portland’s historic waterfront. Wildlife sightings, especially seals, are common and add a fun element. The tour is well-organized, making it a great option for families or those with limited time. It’s also valued for its affordability while still providing a rundown of Casco Bay’s highlights.
Bottom line: If you want a concise, pleasant cruise that hits the major sights with a knowledgeable guide and good views, this is a solid pick. It’s especially suitable for first-time visitors or those with busy schedules.
3. Portland: Casco Bay Sunset and Lighthouse Cruise
Number 3 is the Portland: Casco Bay Sunset and Lighthouse Cruise, which provides a relaxed 105-minute journey through the islands at the magical hour of sunset. For $56, you’ll enjoy stunning views as the sky turns brilliant colors behind the Calendar Islands, with the opportunity to snap memorable photos of the lighthouse silhouettes.
This cruise is not just about stunning visuals—it includes a bar on board where you can purchase drinks, making the experience more leisurely. Many reviewers mention how the guide’s humorous and informative commentary enhanced their experience, especially during the sunset glow that highlights Portland’s rugged coastline. The tour also passes through Diamond Pass, adding a touch of adventure to the trip.
Perfect for romantic evenings or quiet reflection, this tour allows you to unwind on the water while learning about local landmarks. The chance to capture the perfect sunset shot makes it a favorite for photography lovers.
Bottom line: For a serene, scenic escape with the added beauty of sunset, this cruise combines natural splendor with a relaxed vibe. It’s ideal for couples or those wanting a peaceful end to their day.
4. Portland: Schooner Tall Ship Cruise on Casco Bay
Sailors and history lovers alike will enjoy the Portland: Schooner Tall Ship Cruise on Casco Bay, a two-hour voyage aboard a genuine schooner tall ship. Priced at $108 per person, this trip offers a hands-on sailing experience—meaning you can sit back and relax or take part in helping to sail the vessel if you’re feeling adventurous.
What makes this tour stand out is its authentic maritime charm. The crew shares insights into the schooner’s history and the rugged coastline, with chances to see seals, lighthouses, and seabirds along the way. Guests often praise the crew’s friendliness and their willingness to share knowledge, creating a genuine sailing atmosphere. The vessel is in excellent condition, and the experience is both scenic and educational, perfect for those who want a more active, immersive day on the water.
Many reviewers note that “the captain demonstrated ample patience,” especially for families with children, making it a memorable outing for all ages. It’s suited for travelers who want to combine sightseeing with a little hands-on sailing.
Bottom line: This cruise offers a unique chance to experience Casco Bay aboard a historic schooner, appealing to maritime enthusiasts and families alike. It’s a bit pricier but delivers an authentic sailing adventure.
5. Portland: Private Charter on a Vintage Lobster Boat
Rounding out the list at number 5, the Portland: Private Charter on a Vintage Lobster Boat provides an exclusive, customizable experience for up to six people. At $308 per person, this is the most expensive option but offers the chance for a personalized tour with a private guide. Starting from Portland Beer Hub, the cruise lasts around 2 hours and is ideal for small groups seeking a more intimate, flexible outing.
This tour delivers spectacular views of Portland’s harbor, islands, and lighthouses while allowing you to customize your route and pace. The vintage lobster boat adds a charming, authentic feel, and the guide helps you encounter local wildlife and explore the scenic coastline at your leisure. Many reviews mention the helpful crew and the “super cute” boat, making it a special treat for celebrating a birthday, anniversary, or just indulging in a private adventure.
If your priority is exclusivity and a tailored experience, this private cruise is unmatched. It’s best suited for those with a higher budget or looking for a memorable, personalized outing.
Bottom line: For a luxurious, private day on Casco Bay, this vintage lobster boat offers a customized experience with exceptional views and a personal touch.
How to Choose the Best Boat Tour in Portland Maine
When selecting the right cruise, consider your budget, available time, and what kind of experience you want. For a quick overview of iconic sights like Portland Head Light, the sightseeing cruise is perfect. If you want a more immersive, scenic experience with history and wildlife, the Best of Maine Lighthouse Scenic Cruise is hard to beat. For sunset lovers, the Sunset Lighthouse Cruise provides stunning visuals and a relaxed atmosphere.
For those wanting a hands-on sailing adventure, the Schooner Tall Ship offers an authentic tall ship experience, while travelers seeking privacy and exclusivity should consider the Vintage Lobster Boat.
Think about how much time you have—most tours range from 1 to 2 hours—and whether wildlife sightings, historical narration, sunset views, or a private experience are your priority. Booking early is recommended, especially for popular sunset and schooner trips, to secure your preferred times.
To sum it up, Portland’s maritime scene offers a wide range of boat tours that highlight its dramatic coastlines, lighthouses, and wildlife. For a full immersion, the Best of Maine Lighthouse Scenic Cruise is a top pick, while the schooner sailing provides a classic adventure. If you’re pressed for time or want a quick overview, the Portland sightseeing cruise fits the bill. For an exclusive, tailor-made day, the private lobster boat cruise stands out. Whatever your style, booking early ensures you won’t miss out on these memorable maritime experiences.