Key Largo to Key West-See Our Guide

John Pennekamp State Park in Key Largo

1. John D. Pennekamp state park

A visit to John D. Pennekamp Coral Reef State Park is our first stop on the guide to Key West.

The Park was developed in 1963 as the United States' first Park under the sea. The state park is 25 miles long and 3 miles wide and offers scuba diving and snorkeling tours in addition to fishing, swimming, and a glass bottom boat tour.

Robbie's Islamorada

2.robbie’s Marina

Known for the best Tarpon Feeding in the Florida Keys, Robbies is a must-stop on your road trip through the Florida Keys. Make an entire day out of it by renting a boat or going on a fishing charter. They have a restaurant on site and indulge in a "trailer trash Bloody Mary" to kick start your day. Gift shops are on-site and busy during peak season, so plan accordingly.

Best Key Lime Pie in the Florida Keys

3.Best Key Lime Pie in the Florida Keys:

S.S. Wreck and Galley Grill

We have tried the top-ranking slices, and our winning pie can be found at the S.S. Wreck and Galley Grill in Grassy Key. This is a locals spot where you can get some not-so-typical Florida Keys food like Catfish and Froglegs. They are also known for their prime rib dinner specials on the weekends.

Key's Fisheries, Marathon Florida

4.Key's Fisheries upstairs bar and Fish Market

Key's Fisheries is a must-stop on your road trip, known for the famous Lobster Reuben, amazing views, and stone crab claws at a reasonable price when in season.


Fresh off the boat, stone crab claws are the main draw to this restaurant bar and seafood market. We grab a spot at the upstairs bar always unless we have someone under 21 with us. If you're around for sunset, you will get to be a part of their daily tradition and cheers with the staff with a complimentary "sunset shot" They usually have live music on the weekends upstairs as well, so this is a great spot.

Bahia Honda State Park in The Florida Keys

5.bahia honda state park

Bahia Honda, meaning deep bay, is a gorgeous Florida Keys Public beach and a must-stop on your guide. The views blew us away, and we swam in the crystal-clear blue water. Bring your poles, coolers, and BBQ essentials. They have grills on site and pavilions for gathering.

Baby's Coffee

6.Baby’s coffee

Wake up your car ride with some of the best coffee in the Florida Keys. We also love the breakfast bagels they make fresh daily. We stop here without fail every time we pass by.

Caitlin Rushing at the Sunset Pier

7.sunset pier-key west

This famous dockside seafood eatery at the Ocean Key Resort & Spa with water views, drinks & live music and is a great spot to watch the sun go down with a cold drink in your hand.

Mallory square key west

8. key west: Mallory square

I remember coming here as a child on vacation and watching the nightly sunset festivities. This is a MUST on your visit to Key West and should be on your list: this local sunset celebration and one of the main tourist attractions in the city.

Sloppy Joe's Key West

10.sloppy Joe’s

Bar hop on Duval Street

If you want to keep the party going well into the night, stroll down Duval for some of the best bar hopping in Florida. Visit the iconic Sloopy Joe's and dance with the live band the night away.