We go to Village Square all the time. Cafe Moka for coffee or Bad Boy Burrito for lunch. There’s shopping too!

Our Islamorada bodega! A 24/7 deli and grocery store in the center of town, right across from the Cheeca. Stock up on snacks for the weekend here.

Microbrewery located in the Arts District with colorful outdoor seating and live music. We spend a lot of time here and will during our wedding weekend too :)

If you do anything during your visit, stop here for tacos, a quesadilla.. Everything is amazing. Take it to go or enjoy it in the Brewery’s beer garden.

Another Islamorada staple. Bayfront restaurant and cabana bar offering live music & amazing sunset views. Happy hour here is the best.

One of our favorite cafes and a go to for breakfast or lunch. Take a bike ride there from the Cheeca and check it out.

Caribbean-style American restaurant with seating right on the beach. The sunset won’t dissapoint and neither will the watermelon salad.

An informal breakfast & lunch only diner menu so what isn’t to love?

Eclectic island dining in a polished atmosphere. Their Sunset Lounge is a rooftop cocktail bar overlooking the marina.

Florida-infused Asian cuisine that feels more like a cozy café than a sushi restaurant. This one is super walkable from the Cheeca and you can’t miss that neon sign.

Landmark that was damaged by Hurricane but recently reopened! Oceanfront dining, fresh seafood and a great bar for sports games.

One of the newer Islamorada spots at mile marker 79.8. The space is amazing whether you want to sit down for dinner or to have drinks at the Tiki Bar- and of course, enjoy the sunset.

Laid back oceanfront restaurant for breakfast, lunch and dinner. Downstairs and bar are more casual while the upstairs dining is more sit down dinner oriented.

Another walkable option from the Cheeca. Great wine list, fun vibe and delicious food. A local favorite.

The definition of a dive bar with pool tables, TVs and wood oven pizza. Open till 3AM.