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Make lasting memories this October on our special Pirates & Pumpkins Family Fun Cruise with Island Style Charters!
This 1-hour, all-ages adventure is designed just for families and features fall-themed activities, games, music, and plenty of festive fun on the water. Kids and adults alike will love the mix of pirate playfulness and pumpkin-season charm.
WHAT TO EXPECT:
Cruise the Willamette River past Portland’s skyline & iconic landmarks
Fall-themed games, activities & entertainment with a Pirates & Pumpkins twist
Drinks and snacks available for purchase on board
Festive photo ops – don’t forget your camera!
PERFECT FOR:
Families with kids of all ages
Celebrations & seasonal outings
Visitors & locals looking for something fun this fall
HIGHLIGHTS:
1-hour daytime cruise with a family-friendly vibe
Pirates & Pumpkins theme with festive fall activities
Scenic views + entertainment for all ages
Play, laugh & enjoy the magic of the season with your crew
Service animals allowed
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
We only serve alcoholic drinks for passengers 21 years old and above, IDs will be checked for all passengers. Passengers below 21 years old will be served non-alcoholic drinks only.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Restroom on board
Alcoholic Beverages
Snacks
Portland
Experience Portland like never before on this 2-hour sightseeing cruise along the scenic Willamette River. Enjoy panoramic views of the city’s skyline, historic bridges, and waterfront landmarks from the comfort of the water. As you cruise past downtown and lush, tree-lined banks, your onboard host will share fun and informative commentary about Portland’s history, architecture, and culture. This relaxed, all-ages tour is the perfect way to take in the sights and learn more about the Rose City from a fresh perspective.
6 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Journey47032481661,
28 thg 9, 2025
- Đánh giá từ Tripadvisor
We cruised as a family (kids 7 & 8 yo) and everyone had a great time. Above and beyond hospitality and just a perfect way to spend the afternoon and enjoy the beautiful views. I would definitely recommend this activity to other families or adults w/o kids. The games and stories were entertaining and made for a party atmosphere. I’m thankful for this company to be in town. We’ll be back on the water with them soon.

matttN7889CI,
1 thg 9, 2025
- Đánh giá từ Tripadvisor
We had so much fun! A great way to enjoy yourselves while also seeing the sights on the Willamette River. We played some fun games and got to meet other people.
465marlad,
31 thg 8, 2025
- Đánh giá từ Tripadvisor
The sunset cruise was great! Beautiful scenery and the crew did a great job of entertaining us and keeping it lively. Highly recommend!


Brian98101,
31 thg 8, 2025
- Đánh giá từ Tripadvisor
Conveniently located at South Waterfront Park, Island Style Charters provided a great summer evening cruise and a choice between partaking in some party games or just sitting back and enjoying the river. As our Josiah our guide stated, "This isn't a sightseeing tour, but there are sights to see!" Learn a bit about some of Portlandia's many bridges and marvel at some of the waterfront estates while indulging in reasonably priced adult beverages. Great for small parties and celebration of birthdays and all ages appropriate. A good break from doomscrolling and Captain Dale will show you a good time!






NotThatFussy43,
29 thg 8, 2025
- Đánh giá từ Tripadvisor
Josiah and team did an amazing job making this beautiful trip perfect for our 2.5 year old. Being on a boat was exciting, but put-put, hoola hoops, and a freeze dance party broke up the time in a thoughtful way and encouraged interaction with the other kids. "I wanna stay here" is hard to hear from your kid when the cruise is over, but also a tremendous endorsement (adults also had fun, and some wine!)
Brian E,
11 thg 8, 2025
- Đánh giá từ Tripadvisor
Our family had the best day out on the river with Dale and his amazing crew. We quickly made friends with everyone on the boat and had a great time playing fun games and taking in the beautiful scenery. Our teens loved the golf putting games, snacks and trivia! The ride is smooth and Dale points out some really great sites. It’s like a party on the water and you get to see a lot of the river - like 5 bridges, beautiful homes and wildlife. They had a nice bar onboard with great beers and drinks and at great prices, too. They also have a bathroom - which is great when you’re having a few drinks! We loved the vibe, the spacious boat and getting to know all the other people and crew. This was one of our favorite activities in Portland! A wonderful day - can’t wait to come back and go again.








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