Port City Lights Cruise - A Closer Look at the Itinerary

10 Of The Best Cruises And Boat Tours In Portland

Discover the best cruises and boat tours in Portland, from lighthouse explorations to scenic river cruises. Find practical insights to help plan your trip.

Portland, Oregon, and Portland, Maine, both offer fantastic water-based experiences, but for different reasons. Portland, Maine, is a maritime hub with stunning Casco Bay, historic lighthouses, and lobster boats that make for memorable adventures. Portland, Oregon, boasts the Willamette River with views of its vibrant cityscape, bridges, and waterfalls. What makes Portland especially appealing for boat outings is the variety, from short sightseeing trips to private charters, all with an authentic sense of place. Whether you’re after a quick lighthouse tour, a leisurely brunch, or an adrenaline-pumping jet boat ride, the options on this list bring you closer to the water and its stories.

In this guide, you’ll find 16 of the best cruises and boat tours in Portland, each with its own unique flavor. We’ve included everything from scenic river cruises and lighthouse explorations to private charters and dinner cruises. Dive in to see which one matches your style — whether you’re seeking family-friendly fun, romance, or adventure.

Quick Overview

Portland, Maine offers multiple tours focusing on Casco Bay’s maritime heritage, lighthouse views, and wildlife. Options include [Harbor Lights and Sights Cruise]() and [Private Lighthouse Sightseeing Charter](). For those wanting a luxurious experience, [Dinner Cruises]() and private [sunset charters]() are perfect. Maine’s tours often focus on lighthouse and wildlife viewing, with options for small groups and personal experience.

Portland, Oregon‘s water activities center on the Willamette River, with options like [river cruises with views of waterfalls]() and [historic bridge boat tours](). For a more energetic outing, [guided RIB boat adventures]() offer a behind-the-scenes look at the region’s wildlife and scenery.

1. Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

This 1 hour 45-minute tour is one of the best ways to explore Portland’s maritime history from the water. The tour runs through Diamond Pass, where you’ll see Civil War–era forts, historic lighthouses, and lobster boats bobbing in Casco Bay. It’s perfect for all ages with bar, snacks, and comfortable restrooms onboard. The guide shares stories about Maine’s oldest lighthouse, commissioned by George Washington, alongside other landmarks like Fort Gorges and Diamond Pass. Expect to see islands such as Peaks Island, House Island, and even harbor seal habitats. The reviews praise the knowledgeable narration and scenic views, making it a top choice for families and history lovers alike. The tour’s value is high at $54, offering great insight into Maine’s maritime heritage without breaking the bank.

Bottom Line: A scenic, informative trip for anyone curious about Portland’s lighthouse history and coastal scenery, ideal for a relaxed hour and three-quarters.

2. Port City Lights Cruise

Port City Lights Cruise

At around $39 per person for an hour-long cruise, the [Port City Lights Cruise]() is a budget-friendly way to see Portland’s most iconic lighthouses and forts. This tour covers all four main Portland-area lighthouses, including Portland Head Light, Maine’s oldest, and Graves Light, which is a twin of Casco Bay’s Graves Light off Boston. It also features a Civil War–era fort on Hog Island ledge. The comfortable boat offers onboard snacks, drinks, and restrooms, making it suitable for families. Reviewers highlight the knowledgeable guide and scenic views, with some noting how they wished they’d taken the tour sooner. The focus on lighthouse history and wildlife viewing, including seals and seabirds, adds a richness that appeals to maritime enthusiasts.

Bottom Line: A concise, affordable cruise that packs in lighthouse history and wildlife sightings, perfect for those with limited time or budget.

3. 2.5-hour Dinner Cruise on Willamette River

2.5-hour Dinner Cruise on Willamette River

For around $127, this [dinner cruise]() offers a relaxing evening with spectacular views of Portland’s skyline. The trip includes live music and a fresh Pacific Northwest meal made from local ingredients. The boat passes under historic bridges like the Hawthorne and Marquam, and sights like OMSI and the USS Blueback submarine. The highlight is the opportunity to see the city from a different perspective while enjoying a well-prepared dinner. Reviewers praise the quality of the food and the friendly crew, with many saying they’d do it again. The tour’s value lies in combining a scenic cruise, good food, and entertainment without a hefty price tag.

Bottom Line: An excellent choice for a romantic, leisurely evening with great city views and tasty local cuisine.

4. 2-hour Lunch Cruise on Willamette River

2-hour Lunch Cruise on Willamette River

This lunch cruise, priced at $87, is perfect for a midday break. It features a fresh Northwest meal, live commentary, and views of Portland’s landmarks such as the Hawthorne Bridge, OMSI, and Tilikum Crossing. The boat offers breadth of scenery and a chance to spot Portland’s wildlife, including eagles and herons. Reviewers note that the crew is friendly and that the food exceeds expectations. It’s a relaxed activity with live entertainment and informative narration, making it suitable for families and casual visitors alike. The focus on the city’s bridges and architecture provides a well-rounded experience.

Bottom Line: A tasty, scenic lunch option that combines good food with sightseeing, ideal for those wanting a casual daytime activity.

5. Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

This 2-hour private trip for $380 per person offers a personalized experience aboard a restored wooden lobster boat called MONHEGAN. The tour passes by four lighthouses, providing ample photo opportunities and personalized narration about Maine’s nautical history. You’re encouraged to bring your own food and drinks, with utensils and plates provided, and enjoy eco-friendly amenities like a composting toilet. Past guests highlight the friendly captain and the beautiful scenery. This tour suits travelers seeking an intimate, customizable adventure with plenty of photo stops and a relaxed pace.

Bottom Line: A premium, private way to explore Casco Bay’s lighthouse scenery, ideal for couples or small groups looking for exclusivity and flexibility.

6. Scenic 2-Hour River Cruise to the Majestic Willamette Falls

Scenic 2-Hour River Cruise to the Majestic Willamette Falls!

For $395 per group, this private 2-hour tour takes you to see Willamette Falls, one of the largest waterfalls in the Northwestern US. The cruise is perfect for personal or corporate events and emphasizes sustainability and conservation. Your captain narrates stories about the area while you relax and enjoy views of the historic Portland alongside the falls. The tour is flexible, with options to customize the route or focus on specific sights, making it appealing for those who value privacy and a tailored experience. Reviewers mention the beautiful scenery and knowledgeable guide.

Bottom Line: A private, scenic tour for up to six people that combines natural beauty with a focus on the area’s environmental efforts.

7. Private Sunset Charter on a Vintage Lobster Boat with Drinks

Private Sunset Charter on a Vintage Lobster Boat

At $407.40 per person, this romantic 2-hour sunset cruise offers a private experience around Casco Bay. The vessel is a vintage lobster boat, and the tour includes guidance on lighthouse and fort sights. You can purchase craft beer, hard seltzers, and wine onboard, making it perfect for couples or special celebrations. The sunset views over the Maine coast are stunning, and the friendly captain enhances the experience. Guests love the personalized service and the chance to relax while taking in natural beauty. It’s best suited for those wanting an intimate, memorable evening on the water.

Bottom Line: A romantic, private way to enjoy Maine’s coast at sunset with drinks and scenic views.

8. Guided RIB Boat Adventure of Casco Bay

Guided RIB Boat Adventure of Casco Bay

This 1 hour 30-minute tour at $75 per person is an adrenaline-filled, up-close exploration of Casco Bay. Departing directly from the marina, the rigid inflatable boat (RIB) can reach higher speeds, giving you a faster, more dynamic experience. You’ll see lighthouses, seabirds, and seals, with the option to get closer than most tours allow. The small group of 14 ensures a personal experience, and the tour is praised for its knowledgeable captain and wildlife encounters. Reviewers appreciate the personalized stories and thrill of the ride.

Bottom Line: An energetic, intimate tour for nature lovers and thrill-seekers looking for an exciting adventure.

9. 2-hour Champagne Brunch Cruise on Willamette River

2-hour Champagne Brunch Cruise on Willamette River

For $104, this late-morning brunch cruise combines buffet brunch, sparkling wine or apple cider, and views of Portland’s bridges and cityscape. The cruise passes under the Hawthorne and Ross Island bridges, with opportunities to see the USS Blueback submarine and Tilikum Crossing. It’s perfect for celebrating special occasions or simply relaxing with good food and scenery. Guests mention the delicious food and friendly atmosphere, with some noting the good value for the experience. The focus on food, drinks, and sightseeing makes it a versatile choice.

Bottom Line: Ideal for a leisurely, celebratory outing with quality food and city views.

10. Half Day Private Boat Charter from Portland

Half Day Private Boat Charter From Portland

This 3-hour private charter for up to five guests at $650 offers customizable itineraries around Casco Bay. You can choose to visit lighthouses, islands, or enjoy a relaxing cruise. It’s perfect for those wanting a tailored experience with flexible scheduling. Past travelers appreciated the accommodating crew and the opportunity to visit specific sites like the Dolphin Marina or Cocktail Cove. The tour suits families, couples, or small groups seeking a private, personalized outing.

Bottom Line: A flexible, private option to explore Casco Bay with the comfort of your own schedule and destinations.

How to Choose the Right Tour

When selecting a cruise or boat tour, consider your budget, time constraints, and interests. For example, if you want an affordable, lighthouse-focused experience, [Portland’s Lighthouse Tour]() offers great value. If romance is your goal, the [Sunset Private Lobster Boat]() provides a memorable evening. For families or wildlife lovers, the [Guided RIB Adventure]() offers excitement and close encounters.

Booking early is wise, especially for private charters or popular dinner cruises. Also, match the tour length and activity level with your available time and fitness level. Whether a quick lighthouse tour or a full-day private cruise, Portland’s water-based options deliver authentic coastal experiences that bring these ports to life.

Final Thoughts

From the historic lighthouses of Casco Bay to the bustling bridges of Portland, Oregon, and the scenic waterfalls of the Willamette River, these 16 cruises and boat tours offer an impressive range of options. For a relaxed introduction to Portland’s maritime heritage, the [Harbor Lights and Sights Cruise]() is hard to beat. Meanwhile, the [Dinner Cruise]() promises a memorable evening with fantastic views and good food.

If you’re seeking adventure, the [Guided RIB Boat]() and Jetboat tours bring excitement and a sense of discovery. For private outings, options like [Lighthouse Charters]() or [Sunset Cruises]() offer intimacy and flexibility.

No matter your preference, booking early ensures you secure a spot for these memorable experiences. With such a variety of tours, you’ll find the perfect way to appreciate Portland’s waterways and coastal charm.

Happy sailing!