Skip to primary navigation Skip to content Skip to footer

Hello Adventurers

NYC Kayaking & Stand-Up Paddleboarding Trips

We leave the city every weekend, but not by car...

Choose Your Adventure

Match your experience level to find the right trip for you. Guides, boats, and a welcoming community are included.

If you want to go farther than Beginner Trips but are newer to sea kayaks or paddle boards, start with Classes 1–2–3.

If you’ve got strong experience, take our screening.

Progress Through Experience

🟢 Beginner
Calm stable conditions using sit-on-top kayaks. Great for first-timers.

🟦 Intermediate
You’ve completed Classes 1–2–3 or passed our screening. Trips include wind, waves, and crossings. Use sea kayaks and touring SUPs.

⬥ Advanced
You’ve done 4+ intermediate trips. Expect stronger currents, choppier water, and longer distances (4–6 hours).

⬥⬥ Expert
You’re ready for our longest, wildest trips (6–9 hours). Finish 3+ advanced trips first.

Public Trip Calendar

Excludes private trips.

To read full descriptions, use the sections below. Calendar links go straight to checkout.

🟢 Beginner Trips | Fun-Seekers & Private Groups

Enjoy big skyline views from a stable sit-on-top kayak. No skills or classes needed.

🟦 Intermediate Trips | Meet Up And Paddle Out

These trips use sea kayaks and paddle boards in real conditions–wind, waves, and crossings. Sit-on-top kayaking, including our beginner trips, does not qualify you for these trips.  Take Classes 1–2–3 or pass our screening to get ready.

Listed in order of difficulty.

â—† Advanced Trips | Go Farther, Faster

Ready to put your skills to the test? These trips take you across open water, around islands, under bridges, and deep into our community. Expect stronger currents, variable winds, and a real chance to apply what you’ve learned.

Prerequisite: You must have completed at least 4 intermediate trips this season or pass our screening. Prior experience from previous years does not qualify on its own. These trips are designed for active paddlers currently in paddle shape and confident in sea kayaks or touring paddle boards.

Listed in order of difficulty.

◆◆ Expert Trips | Ultimate Challenges

Push your limits with the toughest trips we offer. Expect long hours on the water, shifting weather, and tight teamwork. Routes may include big open crossings, complex currents, and landmark destinations few ever reach.

Prerequisite: You must have completed at least 3 advanced trips this season or pass our screening. Prior experience from previous seasons does not qualify on its own. These trips are designed for paddlers currently operating at a high level with endurance, focus, and commitment.

Listed in order of difficulty.