Bundle up for the second annual Holiday Tugboat Trail cruising back into Esopus on Saturday, December 6, 2025. It’s shaping up to be a full day of festive fun, local pride, and tugboat-themed cheer!
Kick off your adventure by printing or screenshotting the Tugboat Trail Map included here or grab one from participating businesses. Each stop along the trail will be dressed in its holiday best, offering everything from giveaways and sweet treats to hands-on activities, wine tastings, prize wheels, and even photos with Santa. With every tugboat you spot, you’ll find a little more holiday magic.
Some highlights include:
- Spin a prize wheel at RMV Cellars
- Enjoy cookies, cocoa, and ornament decorating at Mario’s Pizza
- Browse 20+ local vendors at the Craft & Vendor Fair
- Take a distillery tour at The Hudson House & Distillery
- Pick up fresh-cut trees, wreaths, and handmade gifts
- Visit Santa at Ball and Claw Antiques from 3–5 PM
- Wander through a Frosty Fest glowing with over one million lights
- Sip free hot cocoa and snack on donuts at Wood’n Wheel
- Catch an 11 AM soup demo at the Town of Esopus Library
- …and discover plenty more surprises along the way!
Whether you’re shopping for unique gifts, treating the family to a festive outing, or simply soaking in the spirit of the season, the Tugboat Trail offers something special for everyone.
And don’t let the fun end early – wrap up your day on Broadway for the magical Town of Esopus Winter Wonderland Parade at 5:30 PM, followed immediately by the tree lighting at the gazebo by MHCFCU in Port Ewen.