5 Trips to Take This Summer

April 6, 2017

There’s nothing better than planning a fun summer getaway. Whether it’s with family or friends there’s just something about summertime that makes trips that much more fun. I’m an avid planner, always have been, always will be. So when it comes to planning for our next vacation I’m always eager to start. I’ve put together a list of a few places that are great for summer vacations, whether it be for a weekend staycation if you live close by or for a week long getaway, these cities are sure to be a blast with something fun for everyone.

New York City

I’ve heard it time and time again, that New York City in the summer is sweltering hot and not the best time to go. But I live in Florida and trust me, I know hot. The summer is one of my favorite times to visit the Big Apple. First of all, the rooftops. There are way too many to count in New York but you’ve got to make it to at least one while you’re there. You can also do picnics in Central Park, head out to Coney Island for the day, catch a free movie at Bryant Park, try to get a ticket to Shakespeare in the park or go to Smorgasburg in Brooklyn. The options are endless and some of these things can only be done in summer!

Key West

On the complete opposite end of the spectrum of the ever busy, go, go, go, New York, you’ve got Key West. The ultimate laid back vacation. This is where you go to relax and unwind. You can even feel the laid back, relaxed lifestyle from the workers at the numerous bars and restaurants dotted along Duval Street and all around the island. Spend a day out on the water on a catamaran tour or zipping around the island on a scooter. Sunset at Mallory Square is not to be missed as well as a stop at the famous Sloppy Joe’s.

San Francisco

So summer in San Francisco isn’t the summer we normally think of, hot, humid, sweaty, I’m looking at you Florida. It’s more on the cooler side for summer and what’s not to love about that!? With amazing weather to take advantage of your going to want to be outside. You can enjoy the numerous food festivals, baseball games, check out one of they rooftop bars/restaurants and dine outside, go sailing, have a picnic in one of their parks and attend a summer concert. This is another city where there are so many options you can’t go wrong with whatever you choose to do.

Cape Cod

For starters, Cape Cod is one of the pricier vacation spots. So if you don’t have a strict budget to stick to, put this place at the top of your list. Spend a lazy day at the beach, take a day trip to Provincetown, go whale watching, catch a movie at the drive-in theatre, hop on board a lobster roll cruise or take a ferry out to Martha’s Vineyard. There are so many great areas to explore all over cape cod and all the seafood you could ever hope for.


There’s really no bad time to visit Charleston, winter, spring, summer or fall, this little gem is one of the best vacation spots year-round. With the pretty pastel buildings and flowers everywhere, Charleston gives you that happy feeling inside. Stroll along the sidewalks of King Street, venture to Folley beach and Sullivan’s Island, both nearby, sip on a Frozen Bellini at Stars Rooftop, indulge in some of the best seafood and rent a bike to explore downtown. If you’re looking for places to eat while in Charleston you can look here and for some of the best things to do go here.

Now it’s time to get a jump start on planning, summer is right around the corner. Hopefully you can tick one or two of these places of your list. I’ve written a couple blog posts that might be helpful when it comes time to travel, you can check them out here and here. Does anyone have any fun trips planned already? I’d love to hear them!

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  • Reply Tabitha Blue April 6, 2017 at 9:48 pm

    Great list! I LOVE travel and you’ve got some great cities listed! 🙂

    • Reply annie April 8, 2017 at 2:39 pm

      Thank you! It was so fun putting it together.

  • Reply Sheila Jo April 6, 2017 at 11:32 pm

    I’ve only been to Key West once, and that was years ago. A return trip sounds like a great idea!

    • Reply annie April 8, 2017 at 2:40 pm

      Such a great spot during the summer, I love it there!

  • Reply Codi Lynn April 8, 2017 at 4:27 pm

    San Francisco is on my list of places to visit this year as well. Hoping to check that and Disney Land off the list before the end of the year.

    • Reply annie April 10, 2017 at 9:33 am

      Can I fit in your bag!? You guys have a fun year ahead 🙂

  • Reply rachel April 9, 2017 at 12:39 pm

    I lived in New York state for close to 7 years (upstate) and never ONCE made it to NYC. LOL! But I’m hoping to make it in the next couple of years.

    • Reply annie April 10, 2017 at 9:34 am

      Omg what! Well I’m dying to visit upstate New York sometime in the near future, I’ve heard it’s beautiful in the fall!

  • Reply Maggie April 9, 2017 at 8:40 pm

    I’ve been dying to go to Charleston!! And SF is always a favorite! 🙂

    • Reply annie April 10, 2017 at 9:35 am

      Ah yes! Put Charleston on your list for this year. Such a fun trip, I love it there sooo much!

  • Reply Kelly May 21, 2017 at 3:10 pm

    This is an awesome list! I’ve been to 3 of the 5 listed here…all on road trips with family. We just went to Charleston for the first time in January on our way back from Nashville. It was cold! Great sweater weather that we don’t always get to enjoy in Florida.

    We visited the Boone Hall Plantation and Fort Sumter. There’s so much great history there! I’ll have to check out Cape Cod and San Francisco sometime. I’ve never been to the West Coast. Thanks for this post!

    • Reply annie May 21, 2017 at 4:05 pm

      3 out of 5 is awesome! I love Charleston so so much! It’s such a beautiful little city.

  • Reply Jonathan Riley July 14, 2017 at 10:23 am

    Hi, the New York skyline photo you use on your site is mine 🙂 You got it form Thanks for using it, it looks great 🙂


    • Reply annie July 17, 2017 at 9:41 am

      Hi Jonathan! It’s such an amazing photo, you do great work and thank you!

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