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Wander Islamorada Island: Restaurant Guide

 Natalie profile picture NatalieJul 11, 2024

Taste the Best of Islamorada: Top Restaurant Picks

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Photo courtesy of Off the Hook Churrascaria - Islamorada

Prepare to indulge in a culinary journey through the Florida Keys at Wander Islamorada Island. With a diverse array of dining options including Brazilian steakhouse fusion, Italian cuisine, and sushi, there's something to satisfy every palate. Explore both upscale and relaxed waterfront dining spots that promise to elevate your dining experience in this scenic destination. Here's our curated list of top choices to kickstart your gastronomic adventure.

Off the Hook Churrascaria - Islamorada 

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Photo courtesy of Off the Hook Churrascaria - Islamorada

Distance from Wander: 2.6 miles

Location: 82205 Overseas Hwy, Islamorada, FL 33036

Hours: 12PM-9PM Sunday-Thursday; 12PM-10PM Friday & Saturday 

Phone: (305) 684-2111

Website: https://offthehookchurrascaria.com/ 

A Brazilian fusion steakhouse with a modern twist, this culinary gem pairs exquisite hand-selected wines with the finest meats. Embracing simplicity and quality, the chefs use precise seasonings to enhance the natural flavors, creating memorable dining experiences. Founded by a diverse team of entrepreneurs passionate about socializing over top-quality grilled meat, this steakhouse turns each meal into a unique and unforgettable moment. 

Italian Food Company

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Photo courtesy of Italian Food Company

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Photo courtesy of Italian Food Company

Distance from Wander: 3.1 miles

Location: 82779 Overseas Hwy, Islamorada, FL 33036

Hours: 5PM-10PM Wednesday-Monday; Closed Tuesday 

Phone: (305) 780-7127

Website: https://www.italianfoodcompany.com/ 

Step into the enchanting world of a restaurant that embraces "From Italy with Love", where every meal is a testament to Italian tradition and hospitality. Inspired by generations of family recipes, their menu celebrates the freshest ingredients, ensuring an authentic taste of Italy. From delicate Mozzarella Fritta to hearty Eggplant Parmigiana, each dish invites guests on a sensory journey through Italy's culinary landscape.


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Photo courtesy of SHIMA

Distance from Wander: 

Location: 88005 Overseas Hwy Suite 17, Islamorada, FL 33036

Hours: 5PM-9PM Sunday-Thursday; 5PM-10PM Friday & Saturday 

Phone: (305) 787-4050

Website: https://shimafl.com/ 

Discover Shima, where culinary expertise and thoughtful design come together for a distinctive dining experience. Enjoy sushi crafted from the freshest ingredients, selected for their quality and flavor. Whether you're a sushi aficionado or trying it for the first time, our menu offers a variety of classic and creative rolls, including options for vegetarians and those with gluten restrictions

Chef Michael's

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Photo courtesy of Chef Michael's

Distance from Wander: 2 miles 

Location: 81671 Overseas Hwy, Islamorada, FL 33036

Hours: 5PM-10PM Monday-Saturday; Closed Sunday 

Phone: (305) 664-0640

Website: https://foodtotalkabout.com/ 

Indulge in an upscale dining experience at this island-style restaurant, featuring fresh seafood and New American entrees, with highlights including a delightful Sunday brunch. Guests can start their meal with appetizers like tuna tataki or conch & shrimp fritters, then savor main courses such as grilled prime NY strip or creatively prepared fresh fish selections. The meal concludes perfectly with decadent desserts like key lime pie and salted caramel cheesecake brûlée, offering a sweet finish to an exceptional dining experience.

Square Grouper Islamorada 

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Photo courtesy of Square Grouper Islamorada

Distance from Wander: 8.3 miles 

Location: 80460 Overseas Hwy, Islamorada, FL 33036

Hours: 11AM-2:30PM and 5PM-10PM Wednesday-Sunday; Closed Monday & Tuesday 

Phone: (786) 901-5678

Website: https://squaregrouperislamorada.com/ 

The Square Grouper in Islamorada offers a relaxed waterfront dining experience with a deck. Known for its fresh, locally sourced seafood, craft cocktails, and excellent wine selection, this new location continues the tradition of its sister restaurant, a favorite in the Florida Keys for over 15 years. Signature dishes include the Square Grouper Seafood Stew, truffled lobster mac, and almond encrusted grouper, all served in a refined atmosphere.

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For questions or assistance with travel recommendations in the area be sure to contact Wander Concierge. Prepare for an unforgettable adventure during your stay at a Wander home!

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