Weekend Getaways in Florida

December 21, 2016

We all appreciate a little weekend getaway every now and then. And we deserve them! It’s nice to be able to step away from the constant go, go, go life we live on a daily basis and enjoy a little bit of down time. Living in Florida we know two things, it’s pretty much always sunny (except for those afternoon summer showers) and we have beaches, lots of beaches. I’ve put together a list of fun weekend getaways from all over the state that hopefully will come in handy next time you’re planning a little time away.


Where to Stay: Sandestin Golf and Beach Resort, Henderson Park Inn, Watercolor Inn and Resort or find a cute beach house to rent in Seaside.

What to do: Go golfing, Henderson Beach State Park, Silver Sands Premium Outlets, paddle boarding, sunset cruise, HarborWalk Village and visit Crab Island

Where to Eat: Beach Walk Cafe, The Red Bar, Stinky’s Fish Camp, Boshamps Seafood & Oyster House and Marina Cafe

St. Augustine

Where to Stay: Casablanca Inn, Westcott House, Casa Monica Resort & Spa, The Collector or Carriage Way Bed & Breakfast

What to do: Visit Castillo de San Marcos, see the Fountain of Youth, St. Augustine Distillery Company, Flagler College St. George Street, The Oldest House Museum and GhoSt Augustine

Where to Eat: Ice Plant, Harry’s Seafood Bar & Grille, The Floridian, The Raintree and Maple Street Biscuit Company

Amelia Island

Where to Stay: Omni Amelia Island Plantation Resort, Elizabeth Pointe Lodge, The Ritz CarltonAmelia Island Williams House Bed & Breakfast or Hoyt House Bed & Breakfast Inn

What to do: Egans Creek Greenway, Kayak Amelia, head to the beach, Fort Clinch State Park and go horseback riding on the beach

Where to Eat: Salt, 29 South, Le Clos, Salty Pelican, Timoti’s Seafood Shack and LuLu’s at The Thompson House

Key West

Where to Stay: The Marquesa, Pier House Resort & Spa, The Mermaid and The Alligator, Casa Marina or Hyatt Key West Resort & Spa

What to do: See the Southern Most Point and Mile Marker 0, take a Sunset Cruise, Mallory Square, walk along Duval Street and slip into the countless restaurants, bars and shops, Ernest Hemingway Home, Dry Tortugas National Park and book an all-day excursion with Sebago Key West (the best!)

Where to Eat: Roof Top Cafe, Latitudes, Better Than Sex, Nine One Five and Blue Heaven


Where to Stay: Loews Portofino Bay Hotel, Marriott’s Lakeshore Reserve, Hyatt Regency Grand Cypress, Wyndham Bonnet Creek Resort, Arnold Palmer’s Bay Hill Club & Lodge or The Ritz-Carlton Orlando

What to do: Disney Springs, have a spa day, Lake Eola Swan Boat Rides, Harry P. Leu Gardens, see a Cirque de Soleil show, shopping at the outlet malls, I-Drive 360, East End Market, go golfing **these are ideas of things to do beyond going to the theme parks

Where to Eat: Chatham’s Place, Scratch, The Pharmacy, Bull & Bear Steakhouse, Ravenous Pig, Victoria & Albert’s and K Restaurant

St. Pete

Where to Stay: The Vinoy, Postcard Inn, The Birchwood or Don CeSar

What to do: Visit the Dali Museum, parasailing, Sunken Gardens, jet skiing, Museum of Fine Arts, visit different breweries (Green Bench, 3 Daughters, etc.), Fort De Soto Park and do a Sunset Dinner Cruise

Where to Eat: BellaBrava, Parkshore Grill, Bodega, Maritana Grille, Kings Street Food Counter, Rumfish Grill, The Mill and Castile

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  • Reply Brittany December 21, 2016 at 8:48 pm

    I love this! I was just talking to my husband about planning a trip to Florida in the spring. I’ve only ever been to Destin and Orlando and would love to visit a few of the other places on your list. I’m going to look at a few of these hotels and dream now. (It’s about 20 degrees in Kentucky tonight!)

    • Reply annie December 22, 2016 at 9:15 am

      Ah so cold! It’s a whopping 60 degrees in Tampa right now 😉 There are so many great little spots to visit in Florida, hope you guys get to have a weekend away soon and escape to the warmth!

  • Reply Bridget December 21, 2016 at 10:50 pm

    Thanks for sharing this great list! Destin is one of my favorites and Amelia Island on my list!!! Hopefully soon!

    • Reply annie December 22, 2016 at 9:16 am

      I love Destin so much! Amelia Island is smaller and perfect for some quiet time away.

  • Reply Coppelia December 22, 2016 at 2:43 am

    Ooooh!!!! Love this list! Orlando of course is a given (Disney!!!) Plus, my sister lives there! 🙂 But I have also loved visiting Key West, and have heard a lot of great things about Destin!

  • Reply Nicole Banuelos December 22, 2016 at 10:50 am

    I’ve only been to FL once when I was a child but I hope to make it back there someday soon! I’ll be sure to reference this pos when I do.

    • Reply annie December 22, 2016 at 11:11 am

      Yes definitely come back soon! We’ve got lots of sunshine to share and plenty of fun places to visit 🙂

  • Reply cheap hotels orlando florida January 15, 2017 at 6:47 am

    Very helpful and Great information,
    we appreciate advise especially coming from a professional.
    Thanks again and keep up the great work!

    • Reply annie January 17, 2017 at 12:35 pm

      Thanks so much! We have so many great destinations in Florida. Lucky to live here!

  • Reply Jaclyn Quinones June 7, 2017 at 9:36 pm

    Pinning this for reference! I think we’re going to stop in St Augustine on our way back from vacation next month!

    • Reply annie June 11, 2017 at 9:19 pm

      Ohh yes you should! Even if just for a quick day trip, St. Augustine is the cutest.

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