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Custom Paddling Experiences

We create custom paddling adventures for groups of all kinds

We’ve created hundreds of custom paddling experiences for groups of all sizes. Every trip is designed to create a fun experience for each person in your group. We can also shape your group’s experience to emphasize outdoor education, team-building, natural history, paddling instruction or just having fun on the water. Most custom trips include a mix of all those elements.

Want to go paddling for your bachelorette, bachelor, or wedding party? Have a reunion or a corporate outing you need to plan? We’ve got you covered! A few hours of kayaking or paddle boarding are a perfect group activity to cool off and have some fun! Just fill out the form below to begin crafting the perfect experience for your group!

Our Most Popular Custom Experiences

Sea Kayak Tour in Portland Harbor 2 hours

A sea kayak tour along the scenic Portland waterfront is a perfect option for many groups. Two hours is enough time for your group to receive some basic instruction in sea kayaking and venture onto the waters of Casco Bay and enjoy views of lighthouses, seabirds & seals and historic landmarks.

SUP Tour in Portland Harbor 1.5 hours

Stand-Up Paddleboarding (SUP) is a sport that’s incredibly fun and fairly easy to learn, but it’s still new to many people. Give your group the chance to try it out in the beautiful coastline along the Portland waterfront. Our expert staff will start you off with a brief lesson and then take you on a brief paddle, pointing out wildlife and historic sights along the way.

Sea Kayak Tour to Fort Gorges 3 hours

Fort Gorges, an abandoned 19th-century granite fort on a tiny island, is one of the most popular and exciting paddling destinations in Casco Bay. The trip starts off with a basic paddling lesson and then involves a paddle through Portland harbor and across the open waters of Casco Bay to a small beach by the fort’s entrance. Then the group explores the island and the fort on foot before paddling back.

SUP & Sea Kayak Experience 2-3 hours

Some people in your group may have a passion for kayaking while others may be dying to try out paddleboarding. Why not give them a choice? You can ask everyone ahead of time which they’d like to try and then we’ll split them up when they arrive. However, the two groups (kayakers & paddlerboarders) generally are not able to paddle together to the same destination because they will move at different paces.

Kayak Tour at Crescent Beach State Park 4 hours

A kayak or SUP trip at Crescent Beach State Park gives you the chance to paddle along the shores of one of the state’s most beautiful beaches in Maine.  The state park is located in the town of Cape Elizabeth, a 15-20 minute drive from downtown Portland.

Multi-Day Sea Kayak Expedition 2+ days

Casco Bay is filled with terrific islands for kayak camping. We offer a range of regularly scheduled overnight trips to these islands and we’re always willing to create a customized trip just for your group. You can stay in a yurt on beautiful Cow Island, camp along the cliffs of Jewell Island or island hop for several days all the way across Casco Bay. Visit our Overnight Trips webpage for more information.

Custom Tour Request Form

If you are interested in scheduling a custom tour please submit this form. We will get back to you within 24 hours.

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People love our custom paddling experiences

Great Bachelorette Experience! Custom SUP Tour with Portland Paddle

I booked a private lesson for 9 people for a Bachelorette party. We couldn't have had a better experience! Our group varied from no experience to girls who had several years experience and our guide Sarah was able to create an enjoyable morning for everyone. She was attentive to our groups needs, taking the time to teach first timers and encouraging them along the way and providing challenges for experienced SUPers to try. I would highly recommend Portland Paddle and look forward to returning on my next trip to Maine!

– Colleen W., TripAdvisor
Terrific Corporate Outing Custom Sea Kayak Tour with Portland Paddle

I took a group of 8 out for a 3 hour private tour. Henry, our guide, was patient with those who were new to paddling, kept close eye on us, and was mindful of the schedule we needed to keep, all while keeping up general conversation out on the water. We got caught in a good headwind coming back, but we worked though it, and we all talked about how fun the trip was. Tandem kayaks were the way to go! The scenery of Casco Bay is outstanding, and the memories will stick with all of us.

– Stephen M., TripAdvisor
Great Family-Oriented Adventure! Custom Sea Kayak Tour with Portland Paddle

The seal we saw in our kayak trip was so beautiful! The tour guide was excellent and she made sure the kids got a great experience as well!

– J.M., TripAdvisor
Awesome Time on the Water for Our 25th Wedding Anniversary Sea Kayak Tour to Fort Gorges

We just loved our guides and all their help. Kayaking in the bay was so much fun and we loved having the fort as a destination.

– Kay G., TripAdvisor