
Guided Kayak Tours
Explore hidden coves, tidal rivers and moonlit harbors on guided paddles for every skill level. Gear and instruction included on the calm upper Cape.
$55–$125
See pricingReal Cape Cod places, checked by us — not ranked by algorithms.
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Explore hidden coves, tidal rivers and moonlit harbors on guided paddles for every skill level. Gear and instruction included on the calm upper Cape.
$55–$125
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Take flight over the harbor at the very tip of Cape Cod, then race the bay on a rented jet ski. Provincetown's go-to for high-flying, fast-moving water fun.
Varies
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New England's only on-the-beach watersports school teaches windsurfing, windfoiling and SUP right where the gear lives. Warm Buzzards Bay water and steady breezes at Old Silver Beach.
Varies
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Roll straight onto the Cape Cod Rail Trail on pedal or e-bikes, or push off in a kayak the same afternoon. A one-stop shop for exploring the Cape on two wheels or the water.
Varies
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Kayak & Paddleboard Rentals — Dennis with Mocean Adventures in Dennis. Book on Cape Cod Certified.
from $106
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Soar above Cape Cod Bay on a tandem or three-person parasail flight, or open the throttle on an hourly jet ski rental. Classic Cape thrills with photo packages.
from $25
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Launch from the Swan River and paddle toward Nantucket Sound at the Cape's full-service rental facility. Kayaks, paddleboards, canoes and pedal boats for walk-ins and reservations.
Varies
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Learn to kite on New England's most dependable thermals with a 15-year safety-first progression program. Group, private and camp lessons across the Cape's premier wind zones.
Varies
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Paddle around Popponesset Island and the "Spit" on this sunset kayak tour. Watch the sun disappear behind the tree line and the sky explode with color.
$77 per person
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Rent a paddle board or kayak to explore the waters of Mashpee Popponesset Bay on a self-guided tour. Enjoy the freedom to explore the bay at your own pace.
$37 per person
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Kayak & Paddleboard Rentals — Sandwich with RideAway Adventures in Sandwich. Book on Cape Cod Certified.

Cape Cod Sunset Paddleboard Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
from $80/person
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Paddle through the waters of the Spit, a unique area of Cape Cod, on a kayak tour. Keep an eye out for wildlife such as birds and ocean critters.
$77 per person
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Catch your first wave with the Cape's all-female surf school on the Outer Cape's legendary Atlantic breaks. Private, couples and multi-day camps tuned to the Seashore swell.
$100–$125
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Family Fun Kayak Adventure with RideAway Adventures in Sandwich. Book on Cape Cod Certified.

Guided stand-up paddleboard yoga classes in calm Cape waters around Mashpee. Instructors lead you through poses on the board — all levels welcome, and the added challenge of balancing on water is half the fun.
from $80
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Cape Cod Explorer Kayak Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
from $40
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SUP Yoga – Paddleboard Yoga in Plymouth Harbor with Plymouth Watersports in Plymouth. Book on Cape Cod Certified.

Kayak & Paddleboard Rentals — Mashpee with RideAway Adventures in Mashpee. Book on Cape Cod Certified.
from $37/person
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Cape Cod's original SUP outfitter offers daily lessons, guided harbor tours and after-dark Glow Tours. Calm Chatham waters make it ideal for first-timers and sunset seekers.
$50–$60
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An active Cape Cod adventure on the water and shoreline. Booked on Viator.
from $85
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Full Moon Adventure Kayak Tour with RideAway Adventures in Mashpee. Book on Cape Cod Certified.

ACA-certified guided kayak tours through Nauset Marsh and the Cape Cod National Seashore, launching from Eastham. Rentals delivered free to your location — no boat rack required. Ideal for first-timers and experienced paddlers alike.

Kayak the Creek Nature Tour with RideAway Adventures in Sandwich. Book on Cape Cod Certified.
from $80/person
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Free ranger-led canoe and kayak programs inside the Cape Cod National Seashore, running May through October. Guided canoe paddles through Salt Pond depart Wednesdays and Fridays (2.5 hrs); kayak trips run Fridays (3 hrs). All equipment provided; advance phone reservation required.
Free
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Learn to read the ocean with instructors who teach respect for the water as much as the ride. Surf coaching and bay-side SUP tours along the wild Outer Cape shoreline.
~$100
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Rent a board or join a morning guided paddle down the gentle Bass River and freshwater ponds. Free delivery and easygoing instruction make it perfect for the whole family.
~$60
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