Is there anything better than enjoying a delicious drink while taking in the stunning views of Islamorada? If you’re looking for the best brewery, winery, or distillery in the area, you’ll want to check out these spots. Each one offers unique drinks and experiences that are sure to please anyone. So if you’re planning a trip to the Keys, add these Watering Holes in Islamorada and the Middle Keys!
Enjoy spending a lazy day sampling wine, beer, and spirits from some of the country’s best wineries, distilleries, and breweries. If you’re looking for a wine-tasting getaway off the beaten path, Islamorada in the Middle Keys is your perfect destination. With its balmy weather, picturesque beaches, and an array of trendy restaurants and bars, Islamorada is a foodie’s paradise. And thanks to its burgeoning craft-distilling scene, there’s no shortage of places to sip on local spirits. So gather your friends and book a weekend in Islamorada—you won’t regret it!
Watering Holes in Islamorada and the Middle Keys
Watering hole?! What are we, elephants? No, but we’re thirsty travelers who do love a tasty bevy. These are some great spots for drinks but not always full meals.
Islamorada Brewery & Distillery
Islamorada Brewery & Distillery is a craft beer and cocktail destination in the Florida Keys. Their spirits are distilled on-site, and their beer is brewed with local ingredients. Islamorada is known for its tropical atmosphere and laid-back vibe, and the brewery & distillery reflect that with their fun and flavorful drinks. Try one of their signature cocktails or beers, or sample a flight of both to get a taste of everything!
Location: 82229 Overseas Hwy, Islamorada, FL 33036
Islamorada Distilling is a unique company based in the Florida Keys that produces small-batch, handcrafted spirits. Their products are inspired by the island lifestyle and the laid-back attitude of the people who live there. The company’s bestsellers include rum and vodka, both made from locally sourced ingredients. Islamorada Distilling also offers a variety of other spirits, including gin, whiskey, and tequila.
Location: 82229 Overseas Hwy, Islamorada, FL 33036
Islamorada Wine Co.
Islamorada Wine Co. is a popular wine bar in Islamorada, Florida. They offer light bites like charcuterie boards, salads, and small plates. The wine bar is unique because it provides a relaxed atmosphere and a wide variety of wines. Famous items on the menu are the charcuterie board and the small plates. Islamorada Wine Co. is a great place to relax with friends and enjoy a glass of wine.
Restaurants and Pubs in Islamorada and the Middle Keys
Here we go with some great places for delicious cocktails AND they also serve up some tasty food. You can plan a drink or a whole meal at any of these spots.
Marker 88 is a seafood restaurant and tiki bar located in Plantation Key, Florida. The restaurant serves fresh seafood dishes, hand-crafted cocktails, local brews, and their famous homemade key lime pie. Marker 88 is known for its unique atmosphere and its dedication to using fresh, local ingredients. The restaurant’s menu features several seafood favorites, including grilled fish, lobster tails, and shrimp scampi. In addition to its seafood offerings, Marker 88 has a variety of hand-crafted cocktails and local brews. The restaurant’s signature cocktail is the Marker 88 Margarita, made with fresh lime juice, tequila, and Triple Sec. The Marker 88’s Tiki Bar is open daily from 11 am to 11 pm.
Location: 88000 Overseas Hwy, Islamorada, FL 33036
Lorelei Restaurant & Cabana Bar
Lorelei Restaurant & Cabana Bar is a spacious bay-view roadhouse located in the town’s heart (or at least the middle of the Islamorada area). They offer seasonal seafood, live music, and sunset views. The outdoor bar is great for relaxing and enjoying the beautiful weather. Lorelei is known for their fresh seafood and delicious cocktails. Their unique location makes it the perfect place to watch the sunset or enjoy a romantic dinner.
Location: 96 Madeira Rd, Islamorada, FL 33036
The Whistle Stop Pub
The Whistle Stop Pub is perfect for relaxing and enjoying good food and drinks. They offer a variety of pub grub that is sure to please everyone, as well as a selection of beer, wine, and spirits. The atmosphere is peaceful, and there are plenty of TVs and pool tables to keep you entertained. The Whistle Stop Pub is definitely the place to go if you’re looking for a great time.
Location: 82685 Overseas Hwy, Islamorada, FL 33036
The Tiki Bar at the Postcard Inn
Islamorada has been offering an authentic Florida Keys resort experience since 1969 at the The Tiki Bar at the Postcard Inn, with delicious cocktails and a fantastic marina view. The Tiki Bar is known for its strong drinks and tropical atmosphere and is a popular spot for locals and tourists alike. The bar offers a wide variety of their signature cocktails and classic favorites such as Mai Tais and Margaritas. In addition to its outstanding cocktails, the Tiki Bar also offers a great view of the marina and the surrounding area. This makes it the ideal place to relax and enjoy the beautiful Florida Keys scenery. Whether you’re looking for the perfect spot to enjoy a few drinks with friends or simply want to enjoy the view, the Tiki Bar at Postcard Inn is the perfect spot.
Location: 84001 Overseas Hwy, Islamorada, FL 33036
Lazy Days Restaurant
Lazy Days Restaurant is the perfect low-key destination for seafood & more, with ocean views from the dining room, porch & beach. With an extensive menu that features fresh, local seafood, as well as American classics, and an impressive wine list, there’s something for everyone at Lazy Days. The restaurant has a casual atmosphere, making it the perfect spot to relax and enjoy a meal with friends or family.
Location: 79867 Overseas Hwy, Islamorada, FL 33036
Pierre’s Restaurant or Morada Bay Café
Pierre’s Restaurant is a sophisticated and romantic eatery located on the beach in Islamorada. They offer gourmet world cuisine with stunning sunset views. Their most popular dishes include lobster risotto, seared scallops, and filet mignon. What makes Pierre’s truly unique is its dedication to providing every guest with an elegant and memorable dining experience. Whether you’re looking for a romantic night out or a special celebration, Pierre’s Restaurant is a perfect choice.
Directly next to Pierre’s is the Morada Bay Cafe. This is more low key and really a fun spot. You can sit at the indoor or outdoor bar, grab a table on the deck or sit out on the sandy dining area. This is a great spot for sunset!
Location: 81600 Overseas Hwy, Islamorada, FL 33036
Robbie’s of Islamorada
Robbie’s of Islamorada is a famous marina in Islamorada known for its fishing cruises, kayak and boat rentals, and tarpon feeding. The marina also has a restaurant that is frequented by locals and tourists alike. Robbie’s is known for its fresh seafood, and the menu features items such as lobster tails, conch fritters, and fish tacos. The restaurant also has a wide variety of wine, draft beers, and frozen cocktails. The views from the marina are stunning, and the atmosphere is perfect for a relaxing day or evening out. Robbie’s is one of the most unique places in Islamorada, and it is definitely worth a visit!
Location: just off the Overseas Highway on Upper Matecumbe Key
If you’re looking for a one-of-a-kind and unforgettable experience, be sure to check out the wineries, bars, and distilleries in Islamorada. Whether you want to sip on some wine while enjoying the sunset or sample craft cocktails in a trendy speakeasy, Islamorada has it all. So get out there and try as many places as possible – you won’t regret it!