Key West was one of my favorite trips of all time!  We only had 3 days in the Keys but we definitely experienced a ton of amazing things to do.The drive thru the Keys is one of my all time favorite road trips.  The scenery, the stops and the overall experience is something I will never forget.

It took us about 4 hours to drive from Ft. Lauderdale to Key West, I believe it’s about the same if you are driving from Miami.  So make sure to pack your sunscreen, swimsuit, camera and your best friends before hitting the Overseas Highway!

Every adventure is better shared with friends!

The seven-mile bridge was a gorgeous highlight of the road trip, with endless ocean on both sides and islands that seem to go on and on,  you can’t help but imagine what it must be like to live in the Keys! The cutie little houses with their fun mailboxes sitting curbside give you an idea of the fun you are about to have as you enter into the Key West.

Make sure to stop for lunch and enjoy some tasty local appies on the way.

Key West, bikes on beach

The first thing we did when we arrived in Key West was rent cruiser bikes! 

Our condo was about a 30 minute walk from the heart of everything so we decided that biking would be a fun way to get around.  We would load up our baskets every morning with our beach towels and wallets and off we would ride into paradise!

Here are some of my favorite things to do in Key West…

1. Hemmingway House

    Ernest Hemmingway is one of America’s most honored and respected author and Nobel Prize winner, so when I had a chance to visit his home in Key West I made sure to check out every single thing in there! 

    Including all the cats with 6 toes!  There are probably around 50 cats on the property and they are all descendants of Hemmingway’s original cats!

    Hemmingway Bedroom Cat, Key West
    Hemmingway House Key West, cat in garden

    For $14 dollars you get entry into this unique property located in Old Town Key West and can stay forever! 

    Ok maybe not forever…but according to my husband we were in there forever!  Since he is allergic to cats he opted out on this fun outing and decided to hit up the beach and apparently a few pubs while they waited! Lol

    Hemmingway's typewriter, Key West
    6 Toed Cat, Hemmingway House, Key West

    Check out this guys toes!

    You can choose to take a guided tour or wander thru the home at your own pace (this is what my friend and I did) and probably the reason we took so long! 

    It was hard not to look at every single item and read every poster on the walls.  And with all the cats wandering around the property, how could we not get distracted!

    Earnest Hemming way poster, Bogart

    2. Duval Street, Key West

    Duval Street is a must.  This is were you will find the most amazingly cute restaurants, pubs, and stores!

    If eating great food, drinking lovely cocktails, listening to music, and just having a good time is something you like to do, then I recommend taking a day/evening to wander this street!

    Fun Fact:  Duval Street is named after Florida’s first governor William Pope Duval.

    North 1 street sign, Key West
    Funky Buddha, Floridian Beer, Key West

    3. Fort Zachary Taylor Historic State Park

    Wanna hit the beach?  Go to Fort Zachary Taylor Historic State Park. 

    Fort Zachary was a gorgeous place to spend an afternoon.  Although it does set you back $7 per person to enter, I believe it was totally worth it. 

    There are public toilets and even food kiosks here, so you have no need to rush off! 

    The beach is soft,  you can rent chairs but we just rolled out our towels in a perfect spot and enjoyed the majestic turquoise waters. We even had the chance to watch a couple cruise ships go out!

     Fort Zachary Taylor Historic State Park, Key West
     Fort Zachary Taylor Historic State Park, beach sign, Key West

    4. The Southernmost Point is in Key West!

    The southernmost Point of the USA is in Key West, so visiting this giant landmark is a must do!  But be prepared to stand in line.  We tried about 3 different times before actually stopping and waiting.  I just had to get my picture taken there!

    And while you are in the area why not check out the Southernmost Point Café?  We had breakfast there and it was amazing!  You will see lots of men in speedos, so if this is something you don’t think you’d enjoy while eating your food make sure to ask for a table away from the beach front! Lol


    The southernmost Point landmark, Key West

    5. Take a Street Tour of Key West

    One of the best parts of our bike rides to and from our condo was checking out the cute Floridian homes and their beautifully landscaped yards.  Each home has its own Caribbean charm and character and you can really tell the owners take pride and love living in Key West.  Who wouldn’t?

    Floridian home, Key West
    Floridian home, Key West

    6. Take the Old Town Trolly

    This tour costs around $30 per person but kids under 12 get to ride for free.  So if you have a family or limited time in Key West this might be the best way to soak in all the sites!

    We opted out of the tour since we had our bikes and felt we were basically our own tour guides.  I am sure we missed out on a few attractions by not taking the Trolly, so maybe next time!

    Trolly, Key West

    7. Mallory Square

    Mallory Square is the first place that tourists see as they embark from their cruise ships!  Ahhh, I could just imagine myself traveling around gorgeous islands on one of those big boats.

    With tons of shopping and food, Mallory square is the place you need to go to grab that perfect souvenir to bring home. 

    Wander down the road a bit and check out the Custom House Museum.


    Mallory Square, Key West
    Custom House Museum

    8. Harbour Walk

    Check out some fantastic yachts and feed the fish along the Harbour Walk.  As you wander about this Historic Seaport, make sure to check out the menus of the many restaurants and bars,  and maybe sit down for a snack during happy hour!

    Alonzo’s had a great seafood menu and the Boathouse Bar and Grill was a great place to hang out for drinks and appies.

    Harbour Walk, Key West
    Alonzo's oyster bar, Key West
    Harbour Walk, Key West
    Boat House Bar and Grill, Key West
    Yachts, Key West

    9. Have some Key Lime Pie

    You must try at least one piece of key Lime Pie before leaving the islands otherwise your entire trip will have been a waste!  At least that is how I felt!


    We stopped in at Kermit’s just off Duval St. and indulged in the most limiest piece of heaven I have ever tasted!

    I loved it so much that I bought the recipe book and a bottle of Lime Juice to bring home.  I can’t wait to make my own!

    Kermit's Key Lime
    Trendee Toad enjoying Kermit's Key Lime
    Kermit's Key Lime

    Some of our favorite Restaurants in Key West

    Pinchers on Duval

    Sit up above the street in this quirky restaurant decorated all fishy! Watch all the wanderers and partyers as you chow down on a fantastic meal!

     The Commodore’s Boathouse Bar and Grill

    This Harbourfront restaurant serves American type food & draft beer in a casual space with nautical flags hung from the ceiling. Perfect for an afternoon stop as you are wondering around the Harbor.


    This waterfront restaurant is also part of the Harbour . Alonzo’s has a seafood-centric menu & full bar with daily happy hour. If you love oysters, go to Alonzo’s!

     Southernmost Point Café

    Beachfront, open-air cafe serves an American style menu.  A fun place to people watch while enjoying a terrific meal!

     Two Friends

    Two Friends had the best breakfast, we ate here twice.  Great American menu an staff is awesome!

    I hope you get a chance to visit the Florida Keys one day.  For me Key West was a great place to relax and just chill out.  The islands give you a total bliss state of mind, and you will leave hoping to return again.  I know I will…


    Trendee Toad in Big Chair, Florida Keys

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