Paddle at your own pace with Longshore Sailing School’s single kayak adventure in Westport, Connecticut. Enjoy peaceful waters, beautiful scenery, and a day of fun on the water!
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1–2 hours
Fitness Level
Suitable for most fitness levels; basic paddling strength is recommended
Wildlife
History
Longshore Park has a rich history as a recreational site dating back to the early 20th century, evolving into a hub for water sports.
Conservation
Local efforts focus on preserving water quality and protecting native bird habitats to maintain a healthy ecosystem.
Longshore Sailing School
Paddle at your own pace with Longshore Sailing School’s single kayak adventure in Westport, Connecticut. Enjoy peaceful waters, beautiful scenery, and a day of fun on the water!
Longshore Sailing School in Westport, Connecticut offers small-group watercraft experiences across a range of sailboats, kayaks, and paddleboards.
The fleet includes 14' RS Quest sloop dinghies, 13' Wave catamarans, 17' Getaway catamarans, sit-on-top single and double kayaks, and 11'6" BIC stand up paddleboards. Guests can book the RS Quest for up to three people; the 13' Wave catamaran accommodates up to four; the 17' Getaway catamaran accommodates up to five. Single kayaks and paddleboards suit solo paddlers, while double kayaks fit two people.
Each trip description notes basic essentials to bring such as a photo ID, sunscreen, and a bathing suit. The equipment mix supports novice through advanced skill levels: RS Quest boats and 13' Wave catamarans work well for experienced novices to intermediate sailors, while the 17' Getaway targets intermediate to advanced sailors. Sit-on-top kayaks and 11'6" paddleboards are ideal for recreational paddlers exploring Westport waters.
Longshore Sailing School focuses on safe, supervised outings on local waterways and provides clear trip information for each vessel. Reservations are arranged per trip type and group size, with each product summary stating capacity and suggested items to bring. For visitors seeking a range of small-boat options in Westport, Longshore Sailing School supplies a variety of well-specified watercraft experiences suitable for families, friends, and individual paddlers. Detailed product summaries help guests choose boats to match comfort, group size, and skill level, making planning straightforward for families, friends, and solo paddlers visiting Westport for on-water recreation and flexible booking options.
Location
Westport, CT
Coastal Connecticut destination
Tours Offered
6 Trips
Sailing, kayaking, SUP options
Max Capacity
Up to 5
Largest boat fits five people
Essentials
Photo ID & sunscreen
Suggested items to bring
Select the right vessel for group size and skill level, check the listed essentials, and reserve the RS Quest, catamaran, kayak, or paddleboard today.
Wear Sunscreen
Protect your skin by applying waterproof sunscreen before heading out, especially on sunny days.
Bring a Waterproof Bag
Keep your phone, ID, and snacks dry in a waterproof bag or dry pouch.
Check Weather Conditions
Westport’s coastal weather can change quickly; check forecasts and stay updated before your trip.
Stay Hydrated
Bring water to stay hydrated during your paddle, especially on warm summer days.
Sunscreen
Protects your skin from UV rays during sun-intense paddling.
summer
Waterproof Dry Bag
Keeps your valuables safe and dry while on the water.
Lightweight Layered Clothing
Allows you to adjust warmth according to changing spring temperatures.
spring
Water Bottle
Hydration is crucial for energy and comfort during your paddle.