Enjoy Breakfast, Storytelling, and Magic Aboard Portland’s Cinnamon Bear Cruise

Published on December 24, 2025

Portland’s Cinnamon Bear Cruise has become a beloved holiday tradition, captivating families for over 20 years. This year, the Portland Spirit Cruises offers a magical holiday experience for families, children, and grandparents alike. Running from November 29 to December 27, the cruise provides a delightful blend of storytelling, music, magic, and interactive entertainment as it glides along the scenic Willamette River. It’s an event that has become a staple for families wanting to celebrate the holiday season together.

A Magical Experience for All Ages

The Cinnamon Bear Cruise promises to create lasting memories for families, offering a festive experience that appeals to all ages. This 2-hour cruise allows passengers to enjoy reserved seating and a plated breakfast, while whimsical characters bring the holiday spirit to life. The star of the show, Cinnamon Bear, along with his cast of fanciful friends, provides entertainment that will captivate children and adults alike. Storytelling, live music, and magic tricks create an atmosphere of enchantment, making it a perfect way to start the holiday season. Families are invited to sit back, relax, and enjoy the festive cheer while taking in the beautiful views of Portland’s waterfront.

The Cinnamon Bear Cruise takes families on a journey along the Willamette River, where they can bask in the seasonal beauty of Portland’s skyline and natural surroundings. The experience is designed to foster bonding and excitement, making it a cherished moment for children and parents. It’s a holiday tradition that invites families to slow down, be present in the moment, and enjoy quality time together in a festive, magical atmosphere.

Ticket Details and Inclusions

The Cinnamon Bear Cruise is more than just a scenic tour—it’s a complete holiday experience that comes with a host of festive perks for all guests. Tickets for the event include a plated hot breakfast for both adults and children (excluding infants). The breakfast includes a delicious selection of breakfast items, ensuring a satisfying start to the morning before embarking on the magical adventure. To keep everyone warm and cozy during the chilly winter months, hot cocoa, coffee, orange juice, and hot tea are available throughout the cruise.

Each child under the age of 12 will receive a souvenir photo with Cinnamon Bear himself—a keepsake to cherish for years to come. Additionally, children will enjoy a signature cinnamon cookie, a delightful treat that perfectly complements the holiday theme. These thoughtful touches add to the overall charm of the experience, ensuring that each family member feels special and included.

Entertainment for the Whole Family

While the beautiful river views and delicious breakfast are highlights of the Cinnamon Bear Cruise, it’s the entertainment that really makes this event stand out. The cruise offers a variety of activities that will keep children engaged and entertained throughout the journey. Cinnamon Bear himself leads character storytelling sessions, where he shares whimsical tales that transport children into a world of imagination. The magic show is a favorite among younger guests, adding a sense of wonder and excitement to the cruise.

In addition to the performances, guests can enjoy autograph sessions with their favorite characters. Children will have the opportunity to meet Cinnamon Bear and other beloved characters up close, creating an interactive experience that allows for photos, autographs, and special moments. It’s an experience that blends the magic of the holiday season with the fun of live entertainment, making it the perfect event for family bonding.

Upcoming Cruise Dates

The Cinnamon Bear Cruise continues to run through December 27, with some dates still available for families looking to join in on the fun. Upcoming cruises are scheduled for December 26 and 27, both from 9 a.m. to 11:30 a.m. These dates offer an opportunity to experience the magic of the holiday season in a relaxed, festive environment. Tickets are still available, but with the popularity of the event, they are expected to sell out quickly, so be sure to secure your spot soon.

For families who have already attended, these additional dates offer another chance to enjoy the holiday cheer before the season comes to a close. Whether it’s your first time aboard the Cinnamon Bear Cruise or you’re returning to make new memories, the experience promises to be a highlight of the holiday season.

Perfect for Holiday Family Getaways

Portland’s Cinnamon Bear Cruise is more than just a holiday event—it’s an opportunity for families to create cherished memories that will last a lifetime. It’s the perfect way to enjoy quality time together, whether you’re a local resident or visiting Portland for the first time. The family-friendly atmosphere, combined with the festive decorations and lively entertainment, creates a unique holiday getaway that’s sure to become a tradition for years to come.

Families looking for something special to do this holiday season should look no further than the Cinnamon Bear Cruise. It’s a magical adventure that offers everything you need to get into the holiday spirit: festive food, fun entertainment, and beautiful views. Whether you’re looking for an unforgettable holiday experience in Portland or simply want to enjoy a family outing with loved ones, the Cinnamon Bear Cruise delivers an enchanting experience that will make this holiday season one to remember.

An Unforgettable Holiday Tradition

The Cinnamon Bear Cruise is more than just a festive event; it’s a holiday tradition that brings families together. The laughter, magic, and joy experienced on this cruise are just the beginning of a season filled with cherished moments. As families come together to celebrate the holiday season, the Cinnamon Bear Cruise continues to be a source of joy and wonder for all ages. Don’t miss the chance to be part of this enchanting holiday tradition before the season ends.