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Block Island sailing cruise aboard the Mystic Whaler

  • Sep 5, 2014 · 10:00 AM
  • This location is shown only to members

If after reading below you want to go on this trip please:
• Call reservations[masked] to pay for your passage.
• Once confirmed contact me, I will add you to the going list.
• If you have any questions please feel free to ask me.

If you enjoy sailing, exploring islands, small seaside towns, lighthouses, swimming, and eating great food, this very affordable all inclusive cruise on the Mystic Whaler is the one. Set sail out of New London, CT for Block Island Saturday September 6 and return Sunday September 7. Included but optional spend the day Friday September 5 as I lead you on a guided tour of Mystic, CT and the surrounding area. Early planning is imperative to get space; the schooner fills up fast. For more info see:

The Cost:
I have secured a 10% group discount for my group for this trip.  When you call to make a reservation please be sure to mention Gregory Simeone’s hiking group discount.  The cost including the 10% discount starts at $324 for a Great Room Bunk or Sloop Cabin and is paid directly to Mystic Whaler Cruises.  This includes passage, all food, and soft drinks. Call Mystic Whaler Cruises for a reservation at[masked] ( as soon as possible.

The Accommodations:

The ship holds about 30 passengers.  The accommodations are rustic and vary depending upon price.  The first six single people who reserve typically stay in the Great Room.  The largest room on the ship.  It is a big open room with six bunks and heavy canvas curtains for privacy.  There are also small rooms (Sloop Cabins) that have a sink, a mirror, and two bunks.  Most bathrooms on the ship are shared among a couple of rooms.  The bathrooms have hot and cold running water and a shower stall.  The most exclusive and expensive rooms (Clipper Cabins) have their own bathroom.  These rooms are typically shared by couples.  When you sign up for a single accommodation and all the Great Room bunks are taken they will likely pair you with someone from our group of like gender.  If you know someone who is already going that you would like to room with let Mystic Whaler reservations know.  You can view the layout of the ship by following this link:

All prices below include 10% discount.

Great Room Bunk $324.00  per person (single occupancy)

The Great Room offers the most authentic living experience to the Age of Sail! Six berths with private curtains share this common room with bathroom and shower. Three skylights provide light and ventilation.

Sloop Cabin Bunk $324.00  per person (double occupancy)

The sloop class cabin offers the smallest and most affordable private accommodations. Each has a single upper and lower bunk, either a skylight or a portlight and a sink in the room. Bathroom and shower are located in the hallway.

Schooner Cabin Bunk $344.00  per person (double occupancy)

Schooner class cabins provide upper and lower single bunks, and either a skylight or a portlight and a sink in the room. Bathroom and shower are located in the hallway.

Brigantine Cabin Bed $375.00  per person (double occupancy)

Brigantine class cabins provide a double upper and single lower bunk. These cabins have both a skylight and portlight and a sink in the room. Bathroom and shower are located in the hallway.

Clipper Cabin Bed $398.00  per person (double occupancy)

Clipper class cabins provide one full size bed to accommodate two people, with a private bathroom and shower en suite, a sink and skylight.

The Trip:

The optional part of trip starts the day before the ship leaves.  Your reservation includes Friday (September 5) night on the ship.  You are strongly encouraged to arrive at the ship Friday night the latest.  The ship leaves at 9am sharp Saturday (September 6) morning and returns Sunday (September 7) afternoon.

Friday morning from New London we travel towards Mystic, CT.  Usually we stop at the free Sub Base museum where you can go aboard a Nautilus class sub that is docked at the museum.  From there we head to Mystic for lunch at Mystic Pizza.  After lunch we have a number of options.  I lead walks through the lovely historic neighborhoods and down by the water.  There is a plentitude of shops to browse.  There is also a really nice mall called Mystic Village and adjacent to it is the Mystic Aquarium.  Towards the end of the day we head to a restaurant for dinner, then return to New London to put our cars in long term parking and meet people coming from NY via train.  The Mystic Whaler is docked right nearby.  We will load our travel gear on the ship and relax for the rest of the evening.

Saturday morning we are served breakfast on the ship and then we set sail.  On this particular trip the ship sets sail for Block Island arriving around 12noon.  They serve us lunch and then we are free to explore the Island or Town.  I usually do a 6 mile walk / hike through town and out to the lighthouse.

For fun have you ever wanted to:

• Climb a rope ladder to the crows nest 85 feet above the deck under full sail!?

• Swim at the legendary pristine beaches of Block Island?

• Bike ride rural roads over rolling green hills of a quaint island?

• Hike out to a remote lighthouse perched 200 feet above the sea on Mohegan Bluffs, climb to the top, then down 100 steps to the secluded beach of Corn Cove?

The Food:

We are served three meals on Saturday and breakfast and lunch on Sunday.  It is buffet style and there is plenty.  The food on past cruises has been exceptional.  They do accommodate special diets upon request (let them know when you book your reservation).  There is always a supply of water, ice tea, lemonade, coffee, hot tea, and hot cocoa available 24 hours a day.  The policy is bring you own alcohol.  There is a giant ice chest on deck with block ice that lasts the entire trip where guests may store whatever they like from beer to snacks.  There is also a basket of fruit available during the day.  There is a large brick barbecue grill on deck and they usually use it for a lunch and a dinner.

It is a great trip.  I've been doing it nearly every year since 2001 and will be for the foreseeable future.

Fair Winds,

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  • Gregory S.

    Matt, Rachael, Jennifer, Marta, Glenn, and Rhona, thank you for attending and filling the trip with your fun and adventurous spirits! I could not have asked for a better crew, ship, nor better weather. It was a fantastic weekend! I was blessed to have so many wonderful friends to share one of my favorite adventures with. You can rest assured that I will be sailing again next year for a 3 day cruise and you are all invited!

    5 · September 8, 2014

  • Rona

    An amazing trip and great time w all! Thank u each one of you!

    September 8, 2014

  • Glenn

    What a fantastic experience and weekend this was. Thanks to Greg for setting up this trip and the tour of Mystic and Block Island. It was great seeing everyone and sharing this adventure with such fun friends. I'm looking forward to this trip again next year and to hosting sails and climbing to the crows nest again.

    2 · September 8, 2014

  • Matt

    Greg, thanks for putting together such a unique and inspirational experience. Everyone should spend a weekend on a pirate ship! Next year a full costume cocktail hour...

    3 · September 8, 2014

  • Jenn C.

    Fantastic! It was really a one of a kind trip.

    2 · September 8, 2014

  • Gregory S.

    All those on the waiting list. I will be moving you to not attending since I have not heard from you. If you would like to attend please contact the Mystic Whaler or me and I will change your attending status. There are still spots available on the ship.

    September 2, 2014

  • Gregory S.

    Please note all, I will be leaving the Huntington, Long Island area with Rachael Friday morning heading for the Orient Point Ferry. There is room in my car for 2 more people. I can pickup people at the Cold Spring Harbor Long Island Railroad station which is easily accessible from NYC Penn Station, Brooklyn's Atlantic terminal and various places in Queens. There will be a short stop at Briermere Farms just before the ferry to pick up a couple of their exquisite baked pies. They also have delicious produce, fruits, and muffins.

    August 14, 2014

    • Gregory S.

      Hello everyone. In the past I have caught the 10am ferry which gets us into New London at 11:30am. It's a 10 minute ride from there to The Submarine Force Museum at 1 Crystal Lake Rd, Groton, CT 06340. That requires leaving my house at 8am. Rachael wanted to get your thoughts on how early you can leave. Matt you should totally come with us. It's the ideal way to travel and you get the full experience of the weekend. Friday is going to be fun and relaxed with great food along the way.

      August 20, 2014

    • Rona

      I leave it open as well, just in case for others convenient. I can be either a passenger or a driver. It might have more people joining. Anyway, I am leaving Friday in the morning for the tour w Greg. In order to avoid the traffic, the best way is to take ferry.

      August 20, 2014

  • Gregory S.

    Ok Rona has officially joined the trip! Yay!

    1 · August 14, 2014

  • Rachael

    Took Friday off for this and my boss said, Good! You deserve it. Super excited to sail away with some of my favorites! :)

    1 · August 13, 2014

  • Del

    Does anyone on the waitlist want to share a sloop cabin with me? Send me a pm if interested.

    August 1, 2014

    • Glenn

      Call the[masked] number to see what cabins are left. If you two decide to share a cabin you can each call and pay your own share. David from the Mystic Whaler is very helpful with the reservations.

      1 · August 1, 2014

    • Gregory S.

      Del, there are single bunks left in the Great Room, where I am staying. Each pair of lower and upper bunk has its own heavy canvas privacy curtain. If you book now you can get a lower bunk and they will only fill the upper with another female. If the weather is warm I often sleep on deck under the stars. There are deck cushions and piles of blankets available to anyone who wants them.

      August 6, 2014

  • Rona

    Really like to go, but have to find someone who can work for me that weekend first. Is this trip on the water all the time? Just got seasick one time recently.

    August 5, 2014

    • Gregory S.

      Rona, We will be sailing exclusively in Long Island sound which is much calmer than the Atlantic ocean. Saturday at least 4 hours of sailing before we land at Block Island. Then at least another 4 hours Sunday. Friday is spent touring around Mystic, CT.

      1 · August 6, 2014

  • Ya c.

    Is everyone heading over there early on Friday? I (most likely) might not take Friday off. If carpool is not possible, I'll book an Amtrak ticket right after booking with the cruise company.

    August 1, 2014

    • Gregory S.

      Yaching, The optional part of the trip starts Friday morning. I'll be leading a tour of a real nuclear then a tour of the town of Mystic. You do not need to take Amtrak there is a commuter train route to New London.

      1 · August 2, 2014

    • Gregory S.

      Nuclear submarine.

      August 2, 2014

  • Gregory S.

    All those on the waiting list. There are still rooms and bunks available. If you have questions please contact me or call David at Mystic Whaler reservations. There is 1 Sloop cabin left, 5 Great room bunks, and 3 Brigantine cabins left. If you want to go on this trip please do not wait too long. The ship will fill up.

    July 29, 2014

    • Nadia D.

      Hi there! I would be interested! How do i go forward?

      August 1, 2014

  • Gregory S.

    Excellent! Thanks for the heads-up Rachael, Marta, Glenn, and Matt. We are going to have a great time! I'll send you guys a tentative trip itinerary soon. Friday stuff mostly.

    1 · July 28, 2014

  • Matt

    I'm in. Sharing with Glenn.

    July 28, 2014

  • Glenn

    Well since the girls just took the last Sloop cabin I booked a Schooner cabin and will be sharing with Matt.

    2 · July 28, 2014

  • Rachael

    Reservation made! Marta and I are going to share a sloop cabin

    1 · July 28, 2014

  • Glenn

    Is anyone interested in sharing a Sloop Cabin with me? Same price as Great Room just figure it would be quiet compared to Great room.

    July 24, 2014

    • Matt

      I will
      If you haven't made arrangements yet.

      July 25, 2014

  • Laura

    Is this what you were talking about?

    July 24, 2014

    • Matt


      July 24, 2014

  • Gregory S.

    Hello everyone, just so you know. I have my reservation. I have done this trip personally every year and organized it for non-meetup clubs. I spoke to David the office manager at the Mystic Whaler. There are 7 spots left for the cheapest accommodations. 5 in the great room (two lower, 3 upper bunks). If you want to go please call as soon as you are able before the ship books up. After these go it's $20 more for the next cabin class and then $50 more for the one above that.

    July 24, 2014

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