“Twenty years from now you will be more disappointed by the things that you didn't do than by the ones you did do. So throw off the bowlines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.” – Mark Twain

2015 in Review


This past winter was the first winter we spent living aboard in Boston, which also happened to be the snowiest winter in Boston’s recorded history!  We also spent our weekends using the space at Jesse’s office to work on boat projects. For the most part, the winter was challenging , but there was a bigger plan that we were working towards and I knew that this was a one-time experience.  Link:  Blizzard of 2015 as Liveaboards


Constitution Marina – Boston 2015


Several feet of snow and frozen Boston Harbor at Constitution Marina

In February, we started to coordinate getting vaccinations and medications in anticipation of our future plans.

In March, we began our courses toward getting a Captain’s License, initially studying for our six pack or OUPV (Operator of Uninspected Passenger Vessels) certification but then decided to continue on to get our Masters Near Coastal.  After getting our TWIC cards, taking a 4-part test, and passing a physical and background check, we were eligible to apply for our Captains license with the USCG. Both Jesse and I officially became Master Captains in June.       Link:   Officially Captains

In June, Jesse turned the Big 40 – so we spent the day going to his favorite spots in Boston, as well as finally taking a Duck Tour – which is amazing by the way – expensive but so much fun!


Most of the summer we spent continuing to downsize (we still had a storage unit) and working on boat projects.  We did squeeze in a very fun trip to Provincetown with friends.   Link:  Provincetown for 4th of July  2015In August, our plans started to really become real – our family was having going away parties for us.  Even though I know that we will see them again, we would not be seeing them for the holidays this year.  It was really hard for us to say bye to Gramps, as he is now 91 and one of our favorite people on earth – we miss him very much, especially this past Christmas. 😦

September 5 was our last day at work for both Jesse and I.  I was walking away from an incredible job at Harvard Management Company (HMC) with ridiculously incredible benefits and a really great team of people.  I felt awful leaving, but my goals were no longer career oriented.


HMC’s office – in the Federal Reserve Building (FED); FED’s lobby; HMCs lobby; South Station;  Access Pass

Labor day weekend was our last hurrah with the L dock peeps – we all had a really fun time (as usual!) in Gloucester.  We knew that this would be our last trip with all of our boating friends, many of whom we may not see again.  This was our very last buddy-boating trip with Pam & Chris on Windchaser which was especially hard. 


Windchaser heading through the Blynman Canal – Gloucester

Wednesday, September 9, 2015 – We cut the lines and departed Hingham, MA.  We had been working towards this goal for five years and it finally became a reality.  Even three months later, it is still hard for me to believe we actually did it!  Link:  The Hardest Part

September 12 – Happy Birthday to me! 🙂  We spent the weekend at Block Island, Rhode Island.

September – December:  We journeyed through MA Bay, Buzzards Bay, Block Island Sound, Long Island Sound, East River (NYC), Atlantic Ocean along the NJ Coast, Delaware Bay & River, C&D Canal, Chesapeake Bay, Dismal Swamp, and the many sounds, creeks, and rivers of the ICW.

Thanksgiving was spent with friends at Lady’s Island Marina in Beaufort, SC.  Link:  Lady’s Island Marina’s FB page and Thanksgiving pictures.

All I wanted for Christmas was to be in shorts (outside) in warm weather (preferably Florida). Much happiness…we spent Christmas in St. Augustine, Florida.


As I write this, we are on our way to Vero Beach, FL to close out 2015 and welcome in the New Year. The past year has been a turning point and very emotional one for me, but I am most grateful to be able to follow this dream with a partner of a similar mindset.  You never know what tomorrow will bring.  Twenty Years From Now You Will Be More Disappointed By The Things You Didn’t Do Than By The Ones You Did Do”

Big Hugs to all of our family & friends!  We miss you!

Happy & Healthy New Year to all! 



5 thoughts on “2015 in Review

  1. Great recap! From snow to sweltering heat and sun. Looking forward to meeting up next week.

  2. Congratulations to you two for living your dream and even more inspiring others to live theirs! Love the blog and living vicariously until we do it ourselves.

  3. What a year of transformation! We’re hoping that 2016 is that kinda year for us .. finally!

    We love reading your blog since we also have a Catalina 30 .. keeps us motivated.

    St. Augustine sounds like a great place to spend Christmas .. I hear it’s a great town. Vero Beach for New Year’s … so jealous. We’re already sick of the cold here in Louisiana. Have a fantastic 2016!

  4. Absolutely LOVE reading your blog and just knowing you two are living the dream!!! Congrats on everything so far you’ve accomplished and cheers to 2016 and can’t wait to keep reading!! Safe travels and have fun deb and whitey

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