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Creating Really Awesome Free Trips: Nantucket Island

Updated on   |  By Jamie Dorobek  |  5 Comments

Nantucket Island is beautiful, and totally worth the 14 hour- slightly tortuous- trip home. Tina, my BFF in NYC, is the mastermind vacation planner. Occasionally, we let boys come. This trip we had a total of 7 people (including one adorable 9 year old!)

5 Free Things to do in Nantucket

Nantucket is an island, a county, and a town. It is the only place in America with the same name for all three. Nantucket is the red island, south of Cape Cod…

File:Nantucket ma highlight.png

1. Cisco Beach

This was our favorite, and the one we kept going back to. There is a lifeguard on duty, the waves are fun, a surf school in an old school VW van, and even an ice cream truck!

Pro Tip: If you like waves then you want to swim on the Atlantic side, if you don’t want waves, then check out the beaches on the Nantucket Sound.

 

 

 

The whole crew- minus me taking the picture.

 

2. Jetties Beach

I think this one is another fun option for kids because there is a playground, restaurant, and even public tennis courts. And if you go in the early evening you can take pictures in the lifeguard stand. It is also a short bike ride from town.

 

 

3. Stroll through town

We stayed on Liberty street which is a just a 3 minute walk to town. Actually if you take the first left in the picture below, that’s Liberty St. It was fun to come home from the beach, take a shower, and just wander around the town. The cobble stone streets have an interesting whaling history, but are NOT good for heels.
 
Trying to figure out why things are where they are like this metal loop in the brick… we decided it was to tie up a horse.



 Walk down to the marina…

 
A really cute furniture store on Main Street… loved these over sized knobs! They remind me of spools of thread… I’m on the look out for old, wooden spools of thread!

 
Take a walk down Easy St…
Be on the lookout for wine barely trashcans. Aren’t the cutest?
Wine barrel trashcans

 

4. Nantucket Reds

They call it brick red (I’d call it coral!) but, all the boys (old and young) wear them. We walked into Murray’s Toggery in town and found this… rows and rows of Nantucket red’s! The sales lady was very nice, and said they ship them all over the world. I even own a pair of Nantucket red’s from gap (they are at least 5 years old)… I guess I am cool. It’s fun to learn the history behind trends!

5. The Wauwinet

A must see sunset venue.
 

 

I highly recommend Nantucket! It’s all the good stuff rolled into one little island. A few more don’t miss Nantucket spots:
p.s. Check out the 28 more cities in the Creating Really Awesome Free Trips Series!
I want everyone to feel empowered to be creative with their kids so, I’m sharing what I learned for free in a 5 day e-mail course!

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    Comments & Reviews

  1. Linda says

    was reading your wonderful commentary on Nantucket, seems like that will be next on my travel plans.
    Do want to let you know I do have some wooden spools of thread, assorted sizes that I would be willing to sell to you if you’d like. Also have a few other miscellaneous sewing related items, let me know if you are interested. Thanks

    Reply

  2. Topaz says

    Love the blog! I haven't been to Nantucket since I was a child, nice to see its still so beautiful.

    Reply

  3. [email protected] says

    So beautiful!! I have always wanted to go!! {Someday hopefully!} I feel like I would just feel so peaceful there and so much history. Thanks for sharing your trip with us!!

    Michelle

    Reply

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