Joyride Charters LLC

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Our sailing categories

  • USCG Yacht Documentation
  • Professional Crew Networking
  • Skipper service
  • Sailing Adventures
  • Private Yacht Charter
Joyride Charters started in Connecticut in 2004. Owner, Captain Joy, has sailed thousands of nautical miles and taken hundreds of people sailing with over 50 charters to bucket list locations like Thailand, Cuba, Greece, Croatia and all over the Caribbean. Most charters offer captains and cooks and some allow you to help manage the boat and take turns preparing meals. Learn how to sail or sit back, relax and watch the coast go by!

Sailing Events and Opportunities

  • Thailand Sail

    2024, Sun Apr 21 12:00pm - Sun Apr 28
    Category Type
    Skippered/Crewed Charter Vacation
    Start Location
    Thailand, Phuket, Phuket
    Contacts
    Joy Sherman,
    Ph: +1 2035305037,
    email: joy@joyridecharters.com
    Price
    $3355 per person double occ. NOTE $100 off Nautic ed folks!
    Nautic Ed people $100 off! 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. Sailing experience not necessary! Smiles and humor are always welcome. Includes full time chef for the duration of sail! World class diving and snorkeling await! $3355 Price per person (double occupancy) includes food and private chef. Breakfast, lunch and most dinners during the week are included. Price includes: 7 night accommodations on board in a double occupancy cabin Food and water provisioning for most meals. Private Thai cook for duration of charter 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 Arrive in Phuket a couple of days before the sail. See Big Buddha, temples, Phuket Town, elephant sanctuary, while in Phuket. You can inter fly to Bangkok for a few 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. 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. NOTE - signing up here does not guarantee your spot. Please PM me for more info. Joy Link to more information about this Opportunity.
  • Sail Greek Islands - Saronic Gulf only a few spots left!

    2024, Sat May 11 12:00pm - Sat May 18
    Category Type
    Skippered/Crewed Charter Vacation
    Start Location
    Greece, Boat leaves from Athens Alimos Marina
    Contacts
    Joy Sherman,
    Ph: +1 2035305037,
    email: joy@joyridecharters.com
    Price
    $2735 pp double occ Nautic Ed participants receive $100 off!
    Nautic Ed participants receive $100 off quoted price! We had a fantastic time last May, so we're going back! This trip is popular and fills pretty fast so don't delay in responding. All boats include captains and hostess/host who prepares breakfasts and lunches. Dinners will be ashore to sample the fantastic cuisine of Greece. Sailing the Saronic Islands of Greece. This is a favorite sailing destination. Sailing from Alimos Marina (Athens) is a perfect way to discover the Saronic islands. We visit the lovely islands of Aegina, Spetses, and Hydra, including Epidaurus on the Peloponnese and Kyparissia. Explore each stop with an e bike or 4 wheeler (extra charge) or your two feet! We stop each afternoon for enough time to explore the quaint seaside towns, shop and dine in some of the best restaurants in the world! Sit along a seaside cliff restaurant and watch a beautiful sunset. We sail on a large catamaran with plenty of space. Super comfortable. All cabins are private doubles with their own bathrooms (heads). No experience necessary! Sit back and relax or hone in on your sailing skills. We make life-long friends on these sails. Come with a friend, family or by yourself. All welcome. (singles will be matched with same sex in cabin or choose private cabin) List price $2735 per person based on double occ. Here is what is included: Captain and hostess. 6 night accommodations on board. Opportunity to sample wonderful Greek foods that will be provided, depending on the island we're visiting that day. Breakfasts and lunches which will include fresh local produce, locally sourced provisions where available. (dinners ashore) Group Welcome Dinner on our first stop. Safety, Navigational Aids Galley Equipment Bed Linens and towels Basic Paper Products and Essentials Snorkel gear End Cleaning Dock and Port Fees and boat Taxes Vessel insurance Damage Waiver Insurance Prices DO NOT INCLUDE: Airfare Boat kitty $100 for dockage, ice, water fill along the way Land accommodations Personal Travel Insurance (highly recommended) Meals in restaurants (with exception of Welcome Dinner) Personal specialty foods. Additional land excursions Fly directly into Athens. Cab ride to vessel or come a few days early and explore Athens! I have lots of info on where to stay and what to do, if you want to do this! Message or text Capt. Joy to arrange a phone call with your questions 203 530 5037 NOTE - signing up here does not guarantee your spot. Reach out to Joy for the necessary documents. Link to more information about this Opportunity.
  • Cuba by Land & Sea!

    2025, Tue Jan 07 12:00pm - Tue Jan 21
    Category Type
    Skippered/Crewed Charter Vacation,
    Mile/Resume Building Adventure
    By the Cabin Entire Boat
    Start Location
    Cuba, Havana Cienfuegos, Vinales, Trinadad, Habana
    Contacts
    Joy Sherman,
    Ph: +1 2035305037,
    email: joy@joyridecharters.com
    Price
    various pricing depending on length. See website for details.
    What better way to experience Cuba than by Land AND Sea! You will experience the true essence of Cuba as you travel under the “Support of the Cuban People” category, forging meaningful connections with the local community through our collaboration with authentic Cuban operators and entrepreneurs. By the end of our time together, you will better understand this dynamic place and what makes it so special. We've partnered with a well-established agency that specializes in educational Cuba. Explore history, art walks and private city tours. Sample some of the best food on the island such as authentic farm-to-table lunch and dinner with spectacular views. We will stay at the cutest Casa Particulares in Havana and Trinidad and enjoy full breakfasts each day made with love, by your casa hosts. After a few days of exploring by land, we find our sea legs, for a spectacular week of sailing! The multiple tiny islands we will visit are part of the Canarreos Archipelago. Coral reefs, pristine beaches, and awesome snorkeling and diving that attract enthusiasts from all over the world. Fish and lobster in abundance, prepared by our Cuban chefs, aboard for the week. Cabins are sold as doubles, each with private head. You can choose to take entire cabin as single. Ask Joy for single pricing on boat. The land portion is sold as twin bed share. You may choose single supplement option for land based portion. Link to more information about this Opportunity.