Sail Boston Grand Parade of Sail 2017


We woke up to a misty and foggy Boston the morning of the Grand Parade of Sail. For a while it didn’t seem like a sighting of even the tallest of tall ships could be possible. But after a one-hour delay to 10:00 am to commence the ceremony, we made our way to Lo Presti Park for arguably the best seats and views for Sail Boston 2017. What made it extra fun was that we were able to watch the Opening Ceremony and the first tall ships on TV with commentary from WCVB (highlights here), and STILL make it in time to see the ships cruise along the Boston Harbor and put on a show for the Eastie waterfront spectators.IMG_0297

Seeing “America’s Tall Ship,” the Eagle, leading vessels from all over the world was a sight to behold for children of all ages. The little nerd in me was awestruck at the history and legacy of the ship, and the cadets that make this kind of journey possible. What a time to be alive! To see remnants of history in real time, in a surreal mix of the old and the new.IMG_0326IMG_0312

Side note: anyone else ever feel slightly unsettled seeing checkpoints in your neighborhood for large-scale events or at major tourist sights? It definitely made me feel safer for sure, and fortunately the uneasiness didn’t last very long. I quickly grew fascinated by the people that flocked the park for Sail Boston, as well as the panoramic views of Eastie and the rest of Boston from where I stood – a quick snapshot of a neighborhood in transition. IMG_0318IMG_0298IMG_0354

Sail Boston from the peripheries was an experience in and of itself. Boston showed its finest to over a million visitors in the seaport and harbor areas, while Eastie also got treated to unbeatable views, food trucks, and some welcome foot-traffic. The Ecuaduran tall ship, Guayas, was a clear favorite and party-starter. I loved seeing the neighborhood come alive, cheering and dancing to the lively Latin music playing from the ship.  IMG_0392IMG_0380IMG_0372

As the weather continued to clear and become more pleasant, Alex and I decided to take advantage of the other perks to a weekend of festivities in the city: quiet pockets of Boston to enjoy all to ourselves. We briefly checked out all the buzz on the other side of the water, and then ventured over to Back Bay and the South End. At that point, we thought, the possibilities were endless.IMG_0386

What events/trips are you looking forward to this summer? I’d love to hear your ideas below! For questions or more information on Sail Boston 2017, check the Sail Boston official’s feature video, Boston Globe’s photos, or comment below. Feel free to link up with your post or favorite related links in the comments as well!

Thanks for reading!



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    1. Thanks, Wayne!! It was an unbelievably easy way to enjoy the event – we got so lucky.

      I need to add New Hampshire to my list, what’s your go-to? The cape is definitely a must for me too, can’t wait!

      Liked by 1 person

      1. I love the Portsmouth area, especially this time of the year when Prescott Park is in full bloom. Plus, it’s not a long drive from the Boston area. So, I can do a day trip. If I want too stay for a weekend trip or overnight trip it’s gotta be the White Mountains or Conway area! In fact, just thinking about it is making me miss that area! I have to get a trip planned soon!

        Liked by 1 person

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