Portland’s waterfront offers practical cruise options for any traveler. The standout experiences include the 2-hour tall ship tours of Casco Bay – perfect for maritime history buffs and photographers. For casual sightseeing, the Willamette River lunch cruises provide good value and excellent city views. I’m especially fond of the vintage lobster boat charters; they’re intimate and authentic, getting you close to the lighthouses while avoiding tourist crowds.
The Columbia River Gorge jetboat tours make a thrilling alternative to traditional cruising, though they’re best on warm days. All major operators provide wheelchair access and can handle dietary restrictions with advance notice.
Let’s explore the best boat tours Portland has to offer.
Key Points
- The Casco Bay Tall Ship Cruise offers a 2-hour scenic journey with views of the Maine coast, lighthouses, seals, and seabirds, accommodating up to 45 passengers.
- The Willamette River Lunch and Happy Hour Cruises provide 2-hour experiences with freshly prepared Northwest cuisine, live music, and historical narration for up to 280 passengers.
- Private charters like the Lighthouse Sightseeing Tour, Portland Sailing Charter, and Island Fort Tour offer customized experiences with small groups and local insights.
- Dinner and Sunset Cruises on the Willamette River feature 2.5-hour experiences with three-course meals, live music, and views of lighthouses during sunset.
- Many cruises offer wheelchair accessibility, dietary options, and knowledgeable crews to provide insights on local history and nature.
Portland Tall Ship Cruise on Casco Bay
The Portland Tall Ship Cruise on Casco Bay whisks visitors away on a 2-hour journey aboard a historic windjammer.
Departing from the Maine State Pier in Portland, the cruise offers scenic views of the Maine coast, lighthouses, seals, and seabirds. Passengers can hoist sails, steer the ship, and enjoy the crew’s historical insights about the area.
With a maximum of 45 travelers, the experience provides a relaxed atmosphere where guests can walk around freely. Priced from $95.47 per person, the cruise is a popular choice, boasting an average 4.5-star rating from over 220 reviews.
Booking directly through the Portland Schooner is recommended to avoid additional Viator fees.
Read our full review: Portland Tall Ship Cruise on Casco Bay Review
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2-hour Lunch Cruise on Willamette River
Offering a leisurely 2-hour cruise along the Willamette River, this lunch experience immerses guests in the scenic beauty of Portland.
With a maximum capacity of 280 travelers, the cruise boasts 206 reviews and a Badge of Excellence. Guests can enjoy a freshly prepared Northwest lunch, live piano music, and historical narration.
The vessel is wheelchair and stroller accessible, with gluten-free and vegan options available. Priced from €83.28 per person, the cruise allows for free cancellation up to 24 hours in advance.
Positive feedback highlights the food quality, friendly staff, and overall experience, though some guests suggest bringing headphones for the narration.
Read our full review: 2-hour Lunch Cruise on Willamette River Review
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Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat
For a more intimate and personalized sightseeing experience, Casco Bay Custom Charters, LLC offers a Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat.
Recommended by 98% of travelers with a 4.9/5 star rating, this private tour provides guests with a licensed captain, local guide, and environmentally-friendly composting toilet.
Groups of up to 6 can enjoy the scenic views of lighthouses and coastline, while bringing their own food and drinks.
While some guests desire more narration, the tour is praised for its balance of information and leisure, creating a memorable and relaxing experience.
Read our full review: Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat Review
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Sunset Lighthouse Harbor Cruise From Portlands Old Port
As the sun dips below the horizon, the Sunset Lighthouse Harbor Cruise from Portland’s Old Port offers a unique opportunity to witness the city’s iconic lighthouses bathed in the warm glow of the setting sun.
This 73-review, 4.5-star tour accommodates up to 20 participants and includes a complimentary local craft beverage.
While the boat itself doesn’t have restroom facilities, the departure point at the Portland Beer Hub provides access before boarding.
Guests praise the knowledgeable crew, beautiful views, and educational aspects of the tour, with specific highlights including wildlife sightings and memorable sunset experiences.
However, weather conditions can impact visibility, so booking last-minute is recommended.
Read our full review: Sunset Lighthouse Harbor Cruise From Portlands Old Port Review
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Happy Hour Sightseeing Cruise
The Happy Hour Sightseeing Cruise on the Willamette River provides a relaxing 1.5-hour journey through the heart of Portland. Priced from $38 per person, this cruise offers historical narration, drinks, and food for purchase, with a maximum capacity of 400 travelers.
The cruise departs from 1010 SW Naito Pkwy and returns to the same location at 3:30 PM. Guests can enjoy the beautiful views of Portland while sipping on their beverages, though some have noted difficulty hearing the narration and long wait times at the bar.
To ensure the best experience, it’s recommended to arrive early and be mindful of the cruise’s features and limitations.
Read our full review: Happy Hour Sightseeing Cruise Review
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5-hour Dinner Cruise on Willamette River
The 2.5-hour Dinner Cruise on the Willamette River provides guests with a delightful dining experience amidst stunning city views.
Departing from downtown Portland, the cruise offers a 4.3-rated experience with a Badge of Excellence. Guests can enjoy a fresh three-course dinner, live piano music, and historical narration as they pass by iconic landmarks like the Oregon Museum of Science and Industry and the Portland Oregon Sign.
The cruise accommodates up to 280 passengers and offers wheelchair accessibility, gluten-free and vegan options, and a souvenir photo.
With positive reviews highlighting the scenery, food quality, and relaxing atmosphere, the Dinner Cruise is an excellent way to explore Portland from the water.
Private Portland Sailing Charter
For those seeking a more intimate and customized experience on the Willamette River, the Private Portland Sailing Charter offers the perfect opportunity.
This private tour accommodates up to six passengers, allowing for personalized attention from the captain and a local guide. Passengers can choose to sail up the river to Elk Rock Island or enjoy breathtaking views of the city skyline and bridges.
The experience includes relaxing with postcard-worthy scenery, bringing their own snacks and beverages, and learning about the area from the knowledgeable crew.
With options to suit various interests and a duration of up to 90 minutes, the Private Portland Sailing Charter is a unique and memorable way to explore Portland’s waterways.
Read our full review: Private Portland Sailing Charter Review
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Half Day Private Boat Charter From Portland
Often sought out by travelers seeking a more personalized experience on the waters near Portland, the Half Day Private Boat Charter from Portland delivers a customized adventure.
Rated 5.0 out of 5 with 100% traveler recommendation, this charter accommodates groups of up to 5 people. Departing from South Portland, the crew in blue shirts provides towels, blankets, waters, and more onboard the clean, comfortable vessel.
Passengers can tailor the tour to their interests, with the knowledgeable crew, including Captain Kevin and Sarah, providing insights on the local area. Free cancellation and a pay-later option make booking convenient.
Customer reviews highlight the exceptional service and breathtaking sunset views experienced on this private charter.
Read our full review: Half Day Private Boat Charter From Portland Review
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Scenic Lighthouse Boat Cruise From Portlands Old Port
Departing from Portland’s Old Port, the Scenic Lighthouse Boat Cruise offers an intimate and educational sightseeing experience.
This cruise takes travelers on a journey through Casco Bay, providing stunning views of lighthouses, Civil War forts, and the surrounding islands. The tour is operated on an intimate vessel with a maximum of 20 guests, ensuring a personalized experience.
Travelers can enjoy one included drink, with a cash bar available for additional purchases. While the boat doesn’t have an onboard restroom, the tour departs from the convenient Portland Beer Hub location.
This cruise is highly recommended for families and adults looking to explore Portland’s maritime heritage and natural beauty.
Read our full review: Scenic Lighthouse Boat Cruise From Portlands Old Port Review
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Private Sunset Charter on a Vintage Lobster Boat
A private sunset charter on a vintage lobster boat in Casco Bay offers travelers a truly unique and unforgettable experience.
Chartering this 97% traveler-recommended tour allows guests to sail into the sunset, enjoying views of lighthouses and historic forts.
The private tour features a knowledgeable captain-guide, onboard drinks, and an environmentally friendly composting toilet.
Travelers can expect personal attention and insights into Portland’s history, as well as scenic views of the coastline and wildlife.
This highly-rated experience is a great option for romantic getaways or family outings.
Priced from $332.50 per person, it’s likely to sell out, so booking in advance is recommended.
Read our full review: Private Sunset Charter on a Vintage Lobster Boat Review
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Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
For travelers looking to explore the historic sites and natural beauty of Casco Bay, the Private Island Fort Tour offers a compelling option.
This 49-review, 94% recommended tour takes visitors on a private boat ride to a fort-topped island, where knowledgeable guides lead an educational exploration of the site’s architecture and history.
Along the way, guests can enjoy scenic views, spot wildlife like seals and deer, and participate in a fun scavenger hunt for kids.
While the fort tour is the highlight, the boat ride itself provides a relaxing and picturesque experience.
With included local craft beverages and a maximum of 25 travelers, this tour promises an engaging and memorable outing.
Read our full review: Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour Review
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2-hour Champagne Brunch Cruise on Willamette River
Aboard the luxurious riverboat, travelers can indulge in a captivating 2-hour Champagne Brunch Cruise along the Willamette River.
With a 91% traveler recommendation, this scenic experience offers stunning views of northern Oregon and Portland’s bridges, accompanied by live piano music.
The all-you-can-eat buffet brunch features a variety of miniature desserts, as well as sparkling wine, mimosas, and other beverages. Guests can enjoy private reserved tables, though window seating isn’t guaranteed.
The cruise accommodates up to 280 travelers and is wheelchair accessible.
While some reviewers noted issues with timing and food temperature, the majority praised the service, food quality, and overall value.
Read our full review: 2-hour Champagne Brunch Cruise on Willamette River Review
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90 Minute Sailing Tour of Portland
Although the 90-Minute Sailing Tour of Portland has a 3.5-star rating based on 4 reviews, it offers a unique opportunity for travelers to experience the city from a different perspective.
Priced from $99 per person, the tour accommodates up to 6 participants and includes a driver/guide, live commentary, and food and drinks.
While some reviewers noted issues with the lack of wind resulting in motoring instead of sailing, others praised the knowledgeable captain and enjoyable city views.
Regardless of the weather, this tour provides a chance to see Portland’s skyline and landmarks from the water.
Confirmation is received within 48 hours of booking, and free cancellation is available up to 24 hours before the start time.
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
The 7 Wonders of the Gorge 3.5-hour Jetboat Cruise provides travelers with an adrenaline-filled adventure along the Columbia River Gorge.
Traveling at speeds up to 45 mph, guests can enjoy breathtaking views of Portland’s waterways and the iconic gorge. Led by knowledgeable guides, the cruise offers informative commentary and noise-cancelling headsets for optimal sightseeing.
While the cruise may feel long and noisy to some, the overall experience is highly rated, with guests praising the stunning scenery and value.
Guests should consider bringing their own food and drinks, as they’re not included. Plus, those with health conditions should consult a doctor before booking, as the cruise requires a moderate level of physical fitness.
Read our full review: 7 Wonders of the Gorge 3.5-hour Jetboat Cruise Review
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Private Transfer From Portland City to Portland Cruise Port
For a hassle-free start to your cruise experience, consider booking a private transfer from your Portland city location to the Portland Cruise Port.
This service includes transportation in an air-conditioned vehicle, with all fees and taxes included. The pickup can be arranged from any hotel or specified address in Portland, 24/7.
The drop-off is at the Portland Ocean Gateway, and you’ll need to confirm the time with the local provider prior to the service.
While the transfer isn’t wheelchair accessible, it’s stroller-accessible, and infant seats are available. Most travelers can participate, and you can enjoy the flexibility of reserving now and paying later.
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
Once your cruise has concluded, you can book a private transfer from the Portland Cruise Port to your desired location in the city.
The air-conditioned vehicle will take you directly from the port to your drop-off point in Portland, Maine.
The driver will hold a sign with your lead traveler’s name, and you can provide details like the number of luggage, cruise vessel name, and terminal number during booking.
This private transfer includes all fees and taxes, with a free cancellation option up to 24 hours before the experience starts.
You can reserve now and pay later, with a lowest price guarantee starting at €38.00 per person.
Read our full review: Private Transfer From Portland Cruise Port to Portland City Review
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Special Times Casco Bay Sunrise or Sunset Cruise
Travelers can embark on an enchanting Casco Bay Sunrise or Sunset Cruise with Special Times, a premier tour operator in Portland, Maine.
The cruise accommodates a maximum of 6 passengers and departs from the South Port Marine. Snacks and non-alcoholic beverages are provided, and passengers may bring their own single-serve alcoholic beverages.
The minimum age is 12, and the cruise isn’t wheelchair accessible, though service animals are allowed. Parking is available at the Southport Marina, and the cruise returns to the same meeting point.
Passengers’ weights are required for boat balance. This cruise offers a unique opportunity to experience the beauty of Casco Bay at the most enchanting times of day.
Read our full review: Special Times Casco Bay Sunrise or Sunset Cruise Review
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Recap
Portland offers a range of cruise and boat tour options, from scenic Casco Bay cruises to lunchtime sails on the Willamette River. Visitors can choose from private lighthouse tours, sunset harbor cruises, and even adventurous jet boat excursions. Whether you’re looking for a relaxing sightseeing trip or an adrenaline-filled experience, Portland’s waterways provide plenty of opportunities to explore the city from a unique vantage point.