Portland’s waterfront offers practical, well-run boat excursions that efficiently connect visitors with Maine’s maritime charm. Local operators run a mix of vessels – from classic windjammers to working lobster boats – each providing distinct perspectives of Casco Bay’s lighthouses and islands.
I’m especially fond of the vintage lobster boat tours – they’re intimate, authentic, and captained by local fishermen who share genuine insights about the bay’s maritime traditions. The sunset lighthouse cruises also stand out, offering spectacular photo opportunities without tourist crowds.
Let’s explore the most worthwhile boat tours in Portland:
Key Points
Traditional Windjammer Sailing Tours and Scenic Cruises in Casco Bay offer intimate experiences with views of lighthouses, seals, and maritime history.
Willamette River Lunch and Dinner Cruises provide a dining experience with Northwest-style cuisine and exceptional views of landmarks and the city skyline.
Private Lighthouse Sightseeing Charters and Private Transfer Services allow for personalized and eco-friendly tours with knowledgeable staff and convenient transportation.
Adventurous Jetboat Cruises in the Columbia River Gorge and Bigfoot Adventure Cruises offer thrilling experiences with live narration and stunning natural scenery.
The boat tours and cruises in Portland receive high ratings and positive feedback for their service, amenities, and the memorable experiences they provide.
Portland Maine Traditional Windjammer Sailing Tour
Frequently, travelers and locals alike embark on the Portland Maine Traditional Windjammer Sailing Tour, a captivating 2-hour cruise that showcases the stunning Casco Bay coastline.
With a maximum capacity of 45 travelers, this excursion offers an intimate and relaxing experience. The historic windjammer boat provides breathtaking views of the Maine coast, lighthouses, seals, and seabirds.
Guests have the opportunity to hoist the sails or steer the ship, seeing the rich maritime history. The crew’s professionalism and knowledge contribute to the engaging journey.
While some customers have reported booking issues, the tour generally receives positive reviews for its beautiful scenery and serene sailing experience.
Read our full review: Portland Maine Traditional Windjammer Sailing Tour Review
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2-hour Lunch Cruise on Willamette River
Travelers seeking a unique dining experience can embark on a 2-hour lunch cruise along the Willamette River in Portland, Oregon. The cruise boasts an average rating of 4.5 stars from 206 reviews, with a starting price of $86 per person.
Guests can enjoy a freshly prepared Northwest-style lunch, live piano music, and historical narration. The cruise features private, reserved seating, with a maximum capacity of 280 travelers.
Wheelchair and stroller accessibility, as well as infant seats, are available. While the food and service have been praised, some guests have suggested improvements in food quality and service speed.
Read our full review: 2-hour Lunch Cruise on Willamette River Review
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Sunset Lighthouse Harbor Cruise From Portlands Old Port
For those seeking a scenic and relaxing experience, the Sunset Lighthouse Harbor Cruise from Portland’s Old Port delivers.
With a maximum of 20 travelers per tour, this 1-hour cruise offers stunning views of Casco Bay, lighthouses, and wildlife. The knowledgeable and friendly crew provides informative commentary about the region’s history.
Guests can enjoy a complimentary local craft beverage or non-alcoholic drink, with the option to purchase additional drinks onboard.
Though there are no restrooms available during the cruise, the departure point at the Portland Beer Hub provides access to facilities.
Read our full review: Sunset Lighthouse Harbor Cruise From Portlands Old Port Review
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Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
Guests frequently embark on the Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat to explore the stunning coastal scenery of Portland, Maine.
Operated by Casco Bay Custom Charters, the 51-review, 98% traveler-recommended experience takes guests on a private tour around Casco Bay, with views of lighthouses, forts, and islands.
The charter includes a licensed captain and local guide, bottled water, and an environmentally friendly composting toilet.
Reviewers praise the knowledgeable and personable staff, as well as the balance of narration and time to enjoy the scenery.
While not wheelchair accessible, the tour is suitable for most travelers and can accommodate groups of up to 6 guests.
Read our full review: Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat Review
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Private Sunset Charter on a Vintage Lobster Boat
Those who seek a more intimate and romantic nautical experience in Portland can embark on a Private Sunset Charter on a Vintage Lobster Boat.
Operated by Casco Bay Custom Charters, this private charter offers breathtaking sunset views and the chance to spot wildlife like bald eagles and seals.
The vintage lobster boat features amenities like an eco-friendly composting toilet, bottled water, and the option to purchase craft beer, hard seltzers, and wine.
With a licensed captain and local guide, guests will enjoy personalized attention and informative commentary about the area’s lighthouses and landmarks.
Highly rated by travelers, this charter is an excellent choice for a memorable and picturesque evening on the water.
Read our full review: Private Sunset Charter on a Vintage Lobster Boat Review
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Scenic Lighthouse Boat Cruise From Portlands Old Port
From the historic Old Port in downtown Portland, travelers can embark on a scenic lighthouse boat cruise that showcases the city’s iconic waterfront.
The intimate vessel accommodates a maximum of 20 guests, providing a relaxing atmosphere with a cash bar for drinks.
Passengers will witness stunning sights, including the famous Portland Head Light, a Civil War-era fort, and the picturesque Casco Bay islands.
The knowledgeable and friendly crew members enhance the informative experience, with common themes of beautiful scenery and wildlife sightings, such as seals and porpoises.
Rated 4.5 out of 5 stars, this tour is recommended for families and adults alike seeking a unique perspective of Portland’s maritime heritage.
Read our full review: Scenic Lighthouse Boat Cruise From Portlands Old Port Review
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5-hour Dinner Cruise on Willamette River
While exploring the vibrant city of Portland, visitors can embark on a captivating 2.5-hour Dinner Cruise along the Willamette River.
This highly-rated cruise boasts a maximum capacity of 280 passengers and departs from the 1010 SW Naito Pkwy location. Guests can savor a freshly prepared three-course dinner, including bread, salad, an entrée, and dessert, with gluten-free and vegan options available.
The dining experience is enhanced by live piano music, and historical narration is provided for those wearing headphones. The cruise offers stunning views of landmarks like the Oregon Museum of Science and Industry and the Portland Oregon Sign.
With a 4.5-star rating and 358 reviews, this dinner cruise is an excellent way to explore Portland from the water.
2-hour Champagne Brunch Cruise on Willamette River
The 2-hour Champagne Brunch Cruise on the Willamette River provides a delightful way for visitors to experience Portland’s scenic waterfront.
Offering a maximum capacity of 280 travelers, the cruise features a delicious buffet brunch with assorted miniature desserts, as well as complimentary champagne, mimosas, and non-alcoholic beverages.
Guests can enjoy live piano music and historical narration while taking in the views of the city’s bridges and neighborhoods.
With a 91% traveler recommendation and a Badge of Excellence, the cruise delivers an excellent value and a memorable experience.
Gluten-free and vegan options are available, and additional drinks and appetizers can be purchased on board.
Read our full review: 2-hour Champagne Brunch Cruise on Willamette River Review
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Happy Hour Sightseeing Cruise
Visitors to Portland can now enjoy a 1.5-hour Happy Hour Sightseeing Cruise along the scenic Willamette River.
The cruise features historical narration, stunning views of the city’s famous bridges and waterfront, and an onboard bistro offering snacks and drinks.
With a maximum capacity of 400 travelers, the cruise is wheelchair and stroller accessible, with infant seats and service animals allowed.
The cruise has received excellent reviews, with a 4.5 average rating from 64 guests. Priced between $25-$38 per person, the cruise offers good value for the experience.
While guests praise the relaxing atmosphere and friendly staff, some areas for improvement include audio clarity and food selection.
Read our full review: Happy Hour Sightseeing Cruise Review
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Half Day Private Boat Charter From Portland
For a more personalized experience, visitors can embark on a half-day private boat charter from Portland. This tour, which has received 100% positive reviews, offers a chance to explore the area’s scenic coastline and waterways.
The charter accommodates up to 5 people and includes on-board amenities like towels, blankets, and refreshments. Guests can work with the knowledgeable crew to tailor the tour to their interests, from viewing historic lighthouses to spotting local wildlife.
The experience ends back at the convenient meeting point in South Portland. With flexible cancellation and rescheduling options, this private boat charter is an excellent choice for those seeking a customized maritime adventure.
Read our full review: Half Day Private Boat Charter From Portland Review
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Private Portland Sailing Charter
Embarking on a private sailing charter in Portland, visitors can enjoy a up to 90-minute journey along the Willamette River.
The charter accommodates up to six people, including the captain, and offers options for either an upriver trip to Elk Rock Island or a scenic city skyline tour.
Passengers can expect postcard views while sailing, and the personalized attention of a private captain who provides live commentary and local guidance.
Travelers are welcome to bring their own snacks, beer, and wine.
The meeting point is the Boat Ramp Dock in Willamette Park, and the activity ends back at the same location.
The sailing charter operates in all weather conditions.
Read our full review: Private Portland Sailing Charter Review
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90 Minute Sailing Tour of Portland
The 90-minute Sailing Tour of Portland offers visitors a scenic journey along the Willamette River.
Departing from Willamette Park, the tour accommodates up to 6 travelers and is priced at $99 per person.
While the experience is primarily motored or sailed, the availability of wind can impact the amount of sailing.
The tour provides live commentary, but food and drinks aren’t included.
Recent reviews note the knowledgeable captain and scenic views, though some travelers were disappointed by the lack of sailing.
With a 3.5/5 rating from 4 reviews, the Sailing Tour provides an entertaining urban cruise, though communication around service levels could be improved.
Read our full review: 90 Minute Sailing Tour of Portland Review
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7 Wonders of the Gorge 3.5-hour Jetboat Cruise
Travelers seeking an exhilarating journey through the stunning Columbia River Gorge can hop aboard the 7 Wonders of the Gorge 3.5-hour Jetboat Cruise. This high-speed adventure departs from Portland, offering a thrilling ride through the natural beauty of the region.
With a maximum capacity of 32 travelers, the cruise provides an intimate experience led by knowledgeable guides. Guests will enjoy noise-cancelling headsets for informative commentary and access to on-board restrooms.
While food and drink aren’t included, travelers can bring their own. Reviewers rave about the amazing views and engaging guides, though some note the cruise can be long and loud.
Read our full review: 7 Wonders of the Gorge 3.5-hour Jetboat Cruise Review
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Portland Maine Islands in Time Sunset Cruise
For those seeking a more tranquil exploration of the Portland area, the Portland Maine Islands in Time Sunset Cruise offers a serene alternative to the high-speed jetboat adventure.
Accommodating up to 6 passengers, this cruise allows visitors to take in the stunning Casco Bay sunrise or sunset from the comfort of a private boat. Included are snacks and the option to bring a single serving of alcohol, along with non-alcoholic beverages.
The cruise departs from the South Port Marina, with parking available nearby. While not wheelchair accessible, the cruise is open to those 12 and older, with weight requirements for boat balance.
Additional details are available upon request.
Read our full review: Portland Maine Islands in Time Sunset Cruise Review
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Private Transfer From Portland City to Portland Cruise Port
Convenient transfers whisk passengers from Portland’s city center to the cruise port, ensuring a seamless start to their maritime adventures.
With private, air-conditioned vehicles, travelers can enjoy a comfortable journey, with all fees and taxes included. Pickup is available from any hotel or specified address, and the drop-off location at the Portland Ocean Gateway ensures timely arrival at the cruise terminal.
The service operates 24/7, accommodating strollers and service animals, though it isn’t wheelchair accessible.
Travelers can conveniently reserve now and pay later, with a lowest price guarantee and free cancellation up to 24 hours before the experience.
Read our full review: Private Transfer From Portland City to Portland Cruise Port Review
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Private Transfer From Portland Cruise Port to Portland City
The private transfer service transports passengers from the Portland Cruise Port to their desired location within the city of Portland.
The air-conditioned vehicle provides private transportation, and all fees and taxes are included. Passengers should advise the number of luggage, cruise vessel name, and terminal number during booking.
The service isn’t wheelchair accessible but is stroller accessible, and infant seats are available. Most travelers can participate, and this is a private tour or activity, with the group being the only participants.
The starting price is from €90.00 per person, with a lowest price guarantee.
Read our full review: Private Transfer From Portland Cruise Port to Portland City Review
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Private Power Boat Tour in Portland
Visitors can embark on a private power boat tour to explore Portland’s scenic waterways aboard a comfortable vessel.
Departing from Scovare Expeditions Inc, the tour provides private transportation, ensuring your group has the undivided attention of the experienced guide.
The meeting point is the middle dock with the company’s name displayed, and the tour ends back at the same location.
While the tour isn’t wheelchair accessible, strollers are allowed, and service animals are welcome.
Confirmation is received at booking, or within 48 hours if the reservation is made close to the travel date, subject to availability.
Most travelers can participate in this private boat tour.
Read our full review: Private Power Boat Tour in Portland Review
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Private Transfer From Portland City Hotels to Astoria Cruise Port
Departing from Portland city hotels, this private transfer service transports travelers to the Astoria Cruise Port.
The air-conditioned vehicle offers a comfortable ride, and all fees and taxes are included. Passengers can request their preferred pickup time, and the service operates 24/7.
The drop-off location is the Port of Astoria Administrative Office, where travelers will be taken directly to their cruise terminal.
While the service isn’t wheelchair accessible, it does accommodate strollers and service animals. Infant seats are available, and most travelers can participate in this private transfer.
With free cancellation and rescheduling up to 24 hours in advance, this service provides a convenient way to get to the Astoria Cruise Port.
Read our full review: Private Transfer From Portland City Hotels to Astoria Cruise Port Review
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Bigfoot Adventure 3.5-hour Jetboat Cruise
Bigfoot Adventure 3.5-hour Jetboat Cruise offers an exhilarating high-speed journey from Portland to the stunning Multnomah Falls on the Columbia River.
Guests will travel at speeds up to 45 miles per hour, experiencing a thrilling ride with the added bonus of live narration and pre-recorded insights from renowned Bigfoot expert Cliff Barackman.
The tour includes an experienced guide, noise-canceling headsets, and round-trip boat transportation from central Portland.
While food and drinks aren’t provided, guests are welcome to bring their own.
However, this adventure may not be suitable for those with back problems, heart conditions, or pregnant travelers, as moderate physical fitness is required.
Read our full review: Bigfoot Adventure 3.5-hour Jetboat Cruise Review
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Common Questions
Can I Bring My Own Food and Drinks on the Boat Tours?
Passengers can typically bring their own food and drinks on boat tours, though some operators may have restrictions or charge additional fees. It’s best to check with the tour company beforehand to understand their policies.
Do the Boat Tours Have Any Discounts or Packages Available?
Many boat tour operators offer discounts and package deals. Travelers should check the company’s website or contact them directly to inquire about any promotions, group rates, or seasonal specials that could save them money on their boat tour experience.
What Is the Best Time of Day to Take a Boat Tour?
The best time of day to take a boat tour is typically in the late morning or early afternoon, when weather conditions are often calmer and visibility is clearer. Many tours offer discounted rates for early booking or package deals.
Are the Boat Tours Wheelchair Accessible?
Many boat tour operators offer wheelchair-accessible vessels and accommodations to ensure an enjoyable experience for all passengers. It’s best to check with each company about their accessibility options when booking a tour.
Can I Customize the Itinerary for a Private Boat Charter?
Yes, you can typically customize the itinerary for a private boat charter. Many companies offer this option, allowing you to tailor the route, sightseeing stops, and duration to your preferences for a personalized experience on the water.
The Sum Up
Portland’s waterways offer a range of exciting boat tours and cruises. From traditional windjammer sailing to riverboat lunches and lighthouse harbor tours, there’s something for every visitor. Private charters and sightseeing adventures cater to personalized experiences. Whether it’s a leisurely cruise or a thrilling jetboat ride, these tours provide a unique way to explore Portland’s coastal charm.