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Boothbay Harbor/Southport Island ME - Bike, Hike, Kayak or Relax Trip June 14-16

Join us for a wonderful weekend of biking, hiking, kayaking, relaxing or touring around Southport Island located in Boothbay Harbor area Maine. Friday evening we'll greet you with a welcoming party including Beverages & Appetizers. Saturday you can join a group biking or kayaking trip right from our accommodations on Southport Island. Pack a lunch and have a picnic along the picturesque shores of Southport Island. Sunday will be an open day to bike or kayak around the Boothbay Harbor area or explore the many fine shops and restaurants in down-town Boothbay.

Accommodations: The Ocean Gate Inn & Resort
Located on Rt. 27 on Southport Island just 2 miles from downtown Boothbay Harbor.

Ocean Gate Inn & Resort is a full-featured oceanfront resort with a beautiful private beach and breathtaking views of Boothbay Harbor and Southport Island. Their private dock offers kayakers a wonderful place to launch for a paddle along the Southport Island or Boothbay coastline.

Ocean Gate Inn & Resort features a Heated Pool, Hot Tub, Mini Golf course, Tennis Court, Fitness Center, Volleyball court, Barbecue Areas and much more.

  • 2 nights stay at Ocean Gate Inn & Resort
  • Friday evening Social with Beverages & Appetizers
  • Daily buffet breakfasts at the Ocean Gate Inn
  • Saturday "optional" group biking, hiking or kayaking
  • Saturday evening "optional" Lobster/Clambake Price $35
  • Optional extra night Thursday $70 per person dbl. occ.
  • Sunday "optional" group biking, hiking or kayaking


Click here to Check out a video clip from Best Maine Escapes

Price is based on double occupancy "2 people per room". Please go to the link below for more information or to sign-up for this trip. Your RSVP will be added to or marked Paid for this trip upon receipt of your $150 payment.

Click Here to Register and Make Payment

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  • Barbara 0.

    I had a great time! From the moment I got there! Neil and Cindy are awesome kayak leaders. Everyone is friendly and fun. I enjoyed playing music for everyone and I look forward to next year already!

    July 17, 2013

  • KarenG

    Neil, Cyndi, you did a stellar job organizing per usual and Cathy, thanks for organizing Saturday's paddle. Couldn't have asked for a better weekend - it was great to see everyone!

    June 21, 2013

  • David M.

    Spectacular weekend. People, place and paddle were all a 10!

    June 21, 2013

  • Doug M.

    Regretably, I wasn't able to come up for the weekend but Bill and I made the long trek to join Saturdays paddle with Cathy's group at 9 am. Great time, great group, beautiful area and a fun paddle. A big thanks for organizing goes out to Neil and Cindi. Sea ya soon.

    1 · June 21, 2013

  • Cruzin d.

    Can't wait til next year

    June 21, 2013

  • Neil S.

    Perfect weekend and wonderful group

    June 21, 2013

  • Audrey

    Great location, perfect weather, friendly people and lobster. Awesome!

    June 19, 2013

  • Nancy

    It was a great time.. Thanks so much, Neil and Cindi for organizing it.

    2 · June 17, 2013

  • Bonnie L

    Thank you Neil & Cindi & everyone else for another great trip. It was fun to paddle & party with friends again.

    June 17, 2013

  • Bob E.

    Good times

    1 · June 17, 2013

  • Peter

    Great weekend. Thanks to all who organized, planned, paddled, danced, sang, played etc.

    June 17, 2013

  • Peter

    Dancing, kayaking, Live Music and Lobster!

    June 17, 2013

  • Dana O.

    The weekend was fantastic, with great; weather, accommodations, food, sailing, company, everything!! Neil, Cindy, you've done it again! Thanks so much.

    June 16, 2013

  • Cathy F.

    Fantastic! Great to see everyone. Thanks Neil and Cyndi for all the effort in organizing and hosting. Thanks Bill & Doug for making the long drive to paddle. See you all again soon I hope.

    June 16, 2013

  • Cruzin d.

    Really great place

    June 16, 2013

  • Cruzin d.

    Thanks Neil and cindi, always a great time, thanks.

    June 16, 2013

  • Liz B

    Thanks, Neil and Cyndi, for putting together a perfect weekend and thanks to Cathy for organizing a fabulous paddle.

    1 · June 16, 2013

  • Jeff C.

    A perfect weekend.

    1 · June 16, 2013

  • Dave M.

    Fantastic weekend. Thanks Neil and Cyndi. Thanks Cathy for leading the trips on Friday and Saturday.

    1 · June 16, 2013

  • Lindy M.

    My first trip with this group. Beyond the imagination. It was so fantastic. Thank you Neil and Cyndi.

    1 · June 16, 2013

  • Daphna

    awesome weekend!! Great to see old friends and connect with new ones. Thanks Neil and Cyndi for making it happen!

    1 · June 16, 2013

  • Christine

    The weather was beautiful and the paddling was terrific!

    1 · June 16, 2013

  • Dennis

    Great weather!Great to do anything you want, even if it's nothing and just hot tubbing and lounging by the pool.

    1 · June 16, 2013

  • Kevin d.

    We had a Great time! The weather was perfect!

    1 · June 16, 2013

  • Linda O

    Great time. Great people.

    1 · June 15, 2013

  • Barbara 0.

    I have finally arrived late last night but glad to be here. If we are launching at 1 pm then I plan to sleep in and have breakfast around 9:15 and would like to go down town and be back by noon to be ready to launch with Neil and Cindy. See you all at breakfast!

    June 15, 2013

  • Doug M.

    Bill, Rene and I will be there at 8:30 am Saturday to paddle at 9:00 with Cathy and company.

    1 · June 14, 2013

  • Diane A

    Neil, I might be up there Saturday for the day and would like to join in on your paddle. Do you have a launch time yet?

    June 9, 2013

    • Neil S.

      High tide isn't until 4:30 so I suspect people will be venturing out sometime after noon but there is no specific time. I'm sure whenever you show up there will be someone heading out. My current plan is to launch around 1pm as we plan to go biking in the morning.

      June 11, 2013

  • Larry G

    Hi Neil, might be up for the day Saturday as well. If there is room for another (tandem) kayak, let me know.

    June 10, 2013

    • Neil S.

      Hi Larry, the access to the water is via a dock with long ramp. Depending on the length of the Tandem this may pose a problem. There is a public ramp in Townsend Gut near bridge which would probably be better.

      June 10, 2013

  • Suellen

    I will not be able to attend and I know Leah will need a roommate so anyone on the waiting list please contact Leah

    June 3, 2013

  • Neil S.

    If you are on the waiting list and want to attend this trip please contact me ASAP I may be able to add more rooms but need 2 people per room to do so.

    April 10, 2013

80 went

Your organizer's refund policy for Boothbay Harbor/Southport Island ME - Bike, Hike, Kayak or Relax Trip June 14-16

Refunds offered if:

  • you can cancel at least 31 day(s) before the Meetup

Additional notes: Refunds will be made inside of 30 days only if your spot is filled by another person.

Payments you make go to the organizer, not to Meetup. You must make refund requests to the organizer.

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