What we're about

ATTENTION! This group is merging with Sailing Travel Collective! Follow this link and join.- https://www.meetup.com/Sailing-Travel-Collective/

A group of men and women who enjoy mostly sailing in the United States and worldwide. From novices to seasoned captains, we are kindred spirits that enjoy our time on the water and seek same like minded people to come together for a common goal of friendship and boating.

Our Meet-Ups take place all over the world aboard luxury yachts. We sail places including Cuba, Abaco Islands, Grenadines, British and Spanish Virgin Islands, Greece and Croatia. You get the idea! Locations and dates will be listed here. We encourage you to join to be the first to know about upcoming trips! They do fill up quickly.

Near or far, please join our group, to stay up to date on offerings. Sailing charter opportunities will be posted here. Send us a message on sailing adventures on your bucket list! Captain Joy is a seasoned captain with thousands of sailing miles under her. She's led over twenty sailing charters around the world...you're in good hands.

In the summers Capt. Joy offers huge discounts aboard her vessel Pure Joy (located in Westbrook, CT) usually on Monday or Tuesday after work sessions. Brush up on your sailing skills, meet new friends, play with Scupper The Boat Dog (https://www.facebook.com/Scuppertheboatdog/) !

(The summer sails usually fill up so register early. Attendee count online is not reflective of actual.)

Hope to see you on the water!

Captain Joy

Upcoming events (2)

South Cuba Sail and Land Excursions November 2020

We're heading back to Cuba! Looking to fill 2 boats. We've secured amazing pricing! This will be my fourth trip to Cuba. We have partnered with an educational tour agency that specializes in Cuba by land. They are full compliance with OFAC regulations. We know what to expect both navigating the waters and on land. This opportunity is so special, I want to share it with you! The lovely people of the Cuba the pristine beauty of the Southern Cuba islands, are not to be missed. If Cuba has been on your bucket list, now is the time. You do not have to have sailing experience to join us. We will call home for our week a 45' Lagoon catamaran with all the bells and super comfortable. We have designed a wonderful land itinerary, giving you a special once in a lifetime experience. This is a rough itinerary and is subject to updates and changes. November 8-19, 2020 Cuba is a hidden gem. The architecture, the infrastructure, the culture, and of course, the cars - all feel like a stroll up memory lane. When touring Cuba one can really appreciate the moment of being able to take a peak into a time capsule. Captain Joy is offering a rare (and maybe even once in a life time) opportunity to explore Cuba before it changes forever. Welcome aboard! Catamaran, Lagoon 450, 2018 Shared double bed with private bathroom. (Includes most meals. One lobster dinner ashore in Cayo Largo not included) SEA ITINERARY $1950 based on double occupancy This is a rough itinerary and is subject to updates and changes. Sat Nov 10: 5pm Embarkation - Cienfuegos Sun Nov 11: Cienfuegos – Cayo Guano del Este Mon Nov 12: Cayo Guano del Este - Playa Sirena – Cayo largo Tue Nov 13: Cayo Largo – Cayo Cantiles Wed Nov 14: Cayo Cantiles - Estopa Canal – Cayo Rico - Cayo Largo Thus Nov 15: Cayo Largo – Ballanetos– Cayo Sal Fri Nov 16: Cayo Sal - Cienfuegos Sat Nov 17: Disembarkation LAND ITINERARY Add'l $1390 Includes round trip pick up and drop off to airport. Includes your visa. All breakfasts, lunches and 2 dinners included. Nov 8 HAVANA All day Arrivals Check- in to casas and welcome drinks and orientation, money exchange Welcome Dinner (included) at Paladar San Cristobal (where Obama had dinner) 9 pm – welcoming event at FAC (Fabrica de Arte Cubano) You won’t want to miss this! Nov 9 HEMINGWAY HOUSE then travel to TRINIDAD 9 – 10am Breakfast at casa Morning: Visit to Finca Vigia – Hemingway house Visit to Muraleando community project Lunch (included) with Muraleando community Afternoon: Drive to Trinidad Evening: Dinner on your own Live music and dancing in Trinidad Midnight cocktails at the cave bar Disco Ayala (optional) Nov 10 TRINIDAD /CIENFUEGOS 9-10am Breakfast at casa Morning: Tour of Trinidad - history, Santeria religion, architecture Afternoon: Drive to Cienfuegos – lunch (included) in Finca on the way Tour of Punta Gorda in Cienfuegos and Main Plaza Evening: 5 pm – Boarding on boats. One week sail Nov 17 HAVANA Morning: Transfer to Havana – lunch on road. Afternoon: Classic car ride via Revolution square, Havana Forest, Malecon etc Evening: Dinner on your own Nov 18 Some will depart for USA Additional tour option $150 Nov 18 LAS TERRAZAS - visit to eco - community 8 -9 AM Breakfast at casa Morning: Drive and Tour Las Terrazas, eco-community of artists, coffee growers, etc. Lunch (included) at Las Terrazas - Campesinos farm - Afternoon: Visit artist studios, then coffee tasting, discussion with Cuban coffee industry. Visit to spectacular Hotel Moka. Go for a swim in baños Evening: Havana – Dinner on our own. Nov 19 Departures Prices DO NOT INCLUDE: Airfare Personal Travel Insurance - recommended Meals in restaurants Provisioning – specialty foods and alcohol Additional land excursions not listed here. Important to know-You do not need to have prior sailing/boating experience, however two days of our sail will be 7 to 8 hours. Must sign travel waiver. We will be bringing your donations to a local charity. $500 deposit with registration form due now.

THAILAND Sailing 2021! January 16-23rd 3rd boat added! Openings!

Our own private luxury catamarans will be our home for a week of exploring the magnificent islands of the Andaman Sea. Over 130 islands to explore, emerald waters, secluded beaches. Southeast of Phuket brings you to the Phi Phi Islands – one of southern Thailand’s favorite tourist destinations. Cliffs rise dramatically from the sea. Stunning overnight anchorages and charming villages offer unique lunchtime stops and incredible nightlife. Many of the islands in this region are surrounded with dazzling coral reefs so rich in marine life that you will be tempted to spend all of your time in the water. per person (dbl occupancy) Sailing experience not necessary! Smiles and humor are always welcome. Everyone shares the cooking. World class diving and snorkeling await! We've sold over 9 spots. Don't wait on this one! Price per person (double occupancy) $2180 Price includes: 7 night accommodations on board in a double occupancy cabin Food and water provisioning for all breakfasts, some lunches and two dinners onboard (the rest of the meals will be ashore) Safety, Navigational Aids Fuel and water along the way and upon vessel return Galley Equipment Bed Linens and towels Basic Paper Products and Essentials End Cleaning Dock and Port Fees and boat Taxes Vessel insurance Damage Waiver Insurance Prices DO NOT INCLUDE: Airfare Land accommodations Personal Travel Insurance Meals in restaurants Provisioning – specialty foods and alcohol Additional land excursions The plan is to arrive in Phuket a couple of days before our sail. After our sail it would be your option to inter fly to Bangkok for a few more days of touring, maybe side trip to Chaing Mai before flying home. This would be on your own. Flights from Phuket are less than $100. Overnight train to Chaing Mai. Firm itinerary will be set later. Hotels and food incredibly reasonable! If you want to come along. Your deposit of $500 is required to hold your spot. Less than 30 day stay, no visa requirements.

Past events (79)

Monday Sailing on Sale! $55 FULL

63 Pilots Point Dr


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