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Charter 36ft Sloop In Westbrook, ConnecticutCharter 36ft Sloop In Westbrook, ConnecticutCharter 36ft Sloop In Westbrook, ConnecticutCharter 36ft Sloop In Westbrook, Connecticut

Charter 36ft Sloop In Westbrook, Connecticut

With Captain

50% refund within 24 hours of your trip
  • Rare Discovery!

    This date is popular and usually gets booked early.

Relaxed, scenic sailing out of Westbrook with smooth rides, coastal views, seabirds, and a calm, welcoming vibe that helps guests fully unwind.
Well-kept 36ft Catalina sloop praised for being in great shape, offering a comfortable, stable platform for easy day sails on Long Island Sound.
Seasoned captain with lifelong sailing experience, described as professional, friendly, reassuring, and generous with local insights and tips.
Renters say this listing is great for:
SightseeingRelaxationFamiliesSunset Cruising
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AI Overview

Owner's Description

Come experience the beauty of Long Island Sound aboard Pure Joy, a spacious 36-foot Catalina sailing yacht based in beautiful Westbrook, Connecticut. Join Captain Joy, who has spent a lifetime on the water, for a relaxing private sail with family or friends. Whether you're celebrating a special occasion, introducing someone to sailing, or simply looking to escape for a few hours, you'll enjoy fresh sea air, beautiful shoreline views, and memories that last long after you return to the dock. Bring up to 6 guests for your own private sailing adventure. Your Experience Your sail can be as relaxing or as hands-on as you'd like. Stretch out on the bow, enjoy the breeze from the comfortable cockpit, watch the Connecticut coastline drift by, or take a turn at the helm. If you've always wondered what sailing is like, Captain Joy is happy to explain the basics and let you participate as much—or as little—as you choose. Private sailing instruction is also available for individuals, couples, or small groups who want to build confidence aboard a larger cruising sailboat. Every trip begins with a brief orientation, and then the adventure is yours to enjoy. About Pure Joy Pure Joy offers plenty of room to spread out and relax, with: - Comfortable cockpit seating - Bow lounge chairs for sunbathing and taking in the views - Two private staterooms - Private restroom (head) - Full galley (kitchen) - Spacious salon with seating for up to 8 - Modern navigation, communication, and U.S. Coast Guard safety equipment Included - Complimentary bottled water Make a day of it! The marina is just a five-minute walk to the beach, with a waterfront restaurant nearby and beachside takeout available. Want to make your outing even more special? Food and beverages can be delivered to the boat before your departure for an additional charge. Just ask! We also offer sunset sails, family outings, sailing lessons, romantic sails, celebrations, and memorials at sea. If you have any questions before booking, simply click "Request to Book" and send a message through GetMyBoat. I'd love to help you plan the perfect day on the water!

Captain

Captain

12 total bookings
Capacity
6 guests
Sailing
Sloop

Reviews

5.0 (7 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Charter 36ft Sloop In Westbrook, Connecticut
  2. Charter 36ft Sloop In Westbrook, Connecticut
  3. Charter 36ft Sloop In Westbrook, Connecticut
  4. Charter 36ft Sloop In Westbrook, Connecticut
  5. Charter 36ft Sloop In Westbrook, Connecticut
  6. Charter 36ft Sloop In Westbrook, Connecticut
6 photos have been added by reviewers who booked this listing.
  1. DK

    Dmitri

    We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

  2. Paul
    Paul

    Captain Joy is an outstanding captain and we really enjoyed sailing with her on her beautiful sailboat on the Long Island Sound! We would definitely hang with Captain Joy again!!

  3. HE

    Holly

    Our first sailing experience was memorable and joyful thanks to Captain Joy! We enjoyed learning about the skills needed to interpret wind and water conditions and seeing the nesting snowy egrets:)

  4. Maksim
    Maksim

    We had a great time sailing with Joy!

  5. Remington
    Remington

    Great time and great crew... look forward to seeing them again!

Captain

Captain

12 total bookings

Capt Joy is celebrating 22 years of business! If you’re looking for a unique and exceptionally fun sailing charter, you’ve found the right place. Offering sailing adventures on Long Island Sound, the Caribbean and beyond. Our sailboat is located in Westbrook, Connecticut. We’re available for hourly, half and full day charters. Whether it’s a small family gathering, a romantic sunset sail, birthday, therapeutic sail, lessons or memorial at sea, we are here to make it possible. We’re committed to making your sailing experience a memorable one. Do something different this vacation. Sit back and relax or learn how to sail with sailing lessons. Joy has her USCG Master 100 ton license and maintains current certification in American Red Cross First Aid and Infant Child Adult CPR, US tow and sail endorsement and Life Raft certification.

Features & Details

  • Catalina
  • 36
  • Capacity: 6 people max

Safety Equipment

Anchor & Rode
Bilge Pumps
Carbon Monoxide Detectors
Emergency Steering
Fire Extinguishers
First Aid Kit
Flares
Life Jackets (10)
Medical Supplies
Navigation Lights
Navigation Equipment
Oil Pollution Prevention
PFDs (8)
Radar Reflectors
Sound Signals
Tool Kit
VHF Radio

Operating Equipment

Autopilot
GPS ChartPlotter
Inverter
Depth Sounder

Guest Amenities

Berths (6)
Cabins (2)
Coffee Maker
Cooler
Fridge
Kitchen Utensils
Pillows & Blankets
Shower
Sink
Stove
Sun Protection
Toilets (1)
Washrooms Onboard
Wi-Fi

Leisure & Entertainment Equipment

Bar
Bluetooth
Sound System
Indoor dinning Area
Outdoor Dinning Area

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

63 Pilots Point Dr
Westbrook, Connecticut, 06498
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

50% refund of offer amount up to 1 day prior.

Additional Terms & Information

Price reflects 2 hr charter for up to 4 people.  Add'l people (up to 6 total) or time is extra charge.

With Captain
  • Hourly Only
  • With Captain Only