Find your happy, Outside.

Welcome- Tangerine is…/ video below

Paddle Board - 2 hours
Lesson and Paddle

Annisquam River Trip

Misery Island Trip

Featured Retreat
    • Premium lodging with high-quality amenities

    • All daily meals (local & seasonal)

    • Guided wellness treatments & meditations

    • Supplies for all activities

    • Ample time for rest & reflection

    • Round-trip airport transport

  • Day 1
    Time to settle in and start adventuring.

    Day 2
    Immerse yourself in your new surroundings.

    Day 3
    See the sights at your own pace, alone or in small groups.

    Day 4
    Sign up for an optional outdoor adventure or culinary exploration.

    Day 5
    Time to pack up and head home.

  • Choose a Retreat
    Browse our upcoming events to find the one that feels right for you. We host events year-round in all different locations and climates.

    Book Your Spot
    Sign up and pay all required fees to reserve your spot. If plans change, you can cancel up to 14 days before the retreat start to receive a 50% refund.

    Review the Welcome Packet
    After booking, we'll send you a Welcome Packet with everything you need to know—detailed schedules, packing list recommendations, add-ons to consider, and more.

    Book Your Travel
    We'd recommend booking your transportation to and from the event as soon as possible, to ensure you can arrive without any complications or delays.

    Get Packed & Join Us
    Now all that's left to do is pack your bags and get excited for your new adventure.

What People Are Saying

The owner, Tyson, is a terrific guy who genuinely loves to share the beauty of the north shore. He's super attentive and will go above and beyond to create a special experience for you and your loved ones. Don't hesitate to book an experience with him - you will not regret it! ERIK T.

Tyson’s expeditions are truly awesome. As a repeat costumer, I can assure you it is money well spent. The laughter, joy and skill building you will experience is exactly what you need even if you don’t know it. Unplug, explore secret places in Cape Ann, soak up the sun and just do it! My son who did NOT want to try something new woke up a week later and said “We need to go back to that cool place with Tyson again! Can we?”!! Once you meet Tyson you will know instantly his heart and soul are in the right place! 🌊🤙
— ERIN G

The nicest, most knowledgeable paddle guide you’ll find on Cape Ann! Not only is he keen on guiding you in proper form, he will give you a history lesson along the way. Tyson also knows all the best launch points in the area. I’m a much more confident and adventurous paddler now!

-DANIELLE M.

Spent an amazing sunset paddling in

Manchester. Would highly recommend

for a date night or anyone looking to get

out on the water and enjoy the beauty

of the North Shore. Great guide and host

ERIN J 🍊