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Islamorada, Florida

Wander
Islamorada Beach

6 bedrooms
5 baths
6 beds
12 guests
3,079 sqft
Kayaks
Pool outdoor
Beachfront
Fire pit
Let’s make this your best trip ever. We want you to venture beyond the four walls of our homes to explore everything each destination has to offer. From amazing restaurants, to outdoor activities, to local treasures around Wander Islamorada Beach. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
Explore this location
Welcome to Islamorada, Florida
Located in the heart of Islamorada, Florida, known as the "Village of Islands," it's renowned for its vibrant arts scene, unique galleries, boutique shops, and delectable dining options. The island's pristine waters provide endless opportunities for boating, fishing, and other water activities. Whether you're seeking adventure or relaxation, Islamorada has something for everyone. From exploring underwater treasures in the world-renowned coral reefs to enjoying a sunset cruise, your days will be filled with unforgettable experiences in this slice of paradise.
11:46 PM EDT
Travel guides
Let's make this your best trip ever
Some details may change as Wander updates our homes and operations. Wander Concierge is at your service with any questions.
Restaurants
Fine dining with beautiful views
Square Grouper Islamorada 

Square Grouper Islamorada 

A relaxed waterfront dining experience known for their fresh, locally sourced seafood, craft cocktails, and wine selection. Signature dishes include the Square Grouper Seafood Stew, truffled lobster mac, and almond encrusted grouper. Open 11 AM - 2:30 PM and 5 PM - 10 PM, Wednesday-Sunday; closed Monday-Tuesday. Tip: Since the “To Be Seated” line can get long, ensure to join the outside line prior to 4:50 PM. 

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Chef Michael's

Chef Michael's

An upscale island-style restaurant serving fresh seafood, New American entrees, decadent desserts, wine and beer, plus Sunday brunch. Menu highlights include their tuna tataki, conch and shrimp fritters, grilled prime NY strip, key lime pie, and salted caramel cheesecake brûlée. Reservations and special events may be accommodated. Open for dinner service 5 PM - 10 PM, Monday-Saturday; closed Sunday. 

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Pierre's Restaurant

Pierre's Restaurant

An upscale Colonial-style eatery on the beach offering French Fusion cuisine and tropical views. Reservations are recommended. Dress code is “Casual Elegance”; no jackets or ties are required. Open 5 PM - 9:30 PM daily. Fun fact: Zagat’s noted Pierre’s as “one of the top all-around dining experiences” in the Florida Keys!

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Activities
Wild Dolphin Tours

Wild Dolphin Tours

A boat tour operator located at Amara Cay Resort offering shared and private charters, snorkeling and sandbar tours, and equipment rentals. Bookings can be made directly through their website. Open 8 AM - 5 PM daily.

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Theater of the Sea 

Theater of the Sea 

A popular marine park destination offering immersive experiences with dolphins, sea lions, sea turtles, and more. Visitors can enjoy interactive shows, a bottomless boat ride, a lagoon-side beach, and various animal encounter programs, including swimming with dolphins, snorkeling with rays, and meeting sea turtles and parrots. Open 9:30 AM - 5 PM daily.

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Keys History & Discovery Center

Keys History & Discovery Center

A 7,500-square-foot museum and learning center at the Islander Resort featuring exhibits on Native Americans, pirates, and Spanish treasure fleets. The first floor focuses on the Keys’ anthropological history while the second floor serves as an adaptable space that hosts touring exhibits along with the Jerry Wilkinson Research Library here and a 35-seat theater screening informative documentary films. Open 10 AM - 5 PM, Tuesday-Sunday; closed Monday.

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Groceries
Payfair Supermarket

Payfair Supermarket

A quaint grocery store mainly known for their steak selection and fresh subs. Open 11 AM - 7 PM daily.

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The Trading Post

The Trading Post

A full-service deli and grocery store. Open 24 hours daily.

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Publix Super Market at Islamorada

Publix Super Market at Islamorada

A supermarket with a wide selection of groceries plus deli and bakery departments. Open 6 AM - 10 PM daily.

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THE WANDER APP
The best activities, in your pocket

Soon, we’re rolling out Wander Explore, giving you access to the best destinations during your trip. Download the app today to get notified when we launch.

Wander Explore
Coming soon

Explore all the best restaurants, museums, trails, parkings, pharmacies, and more. Save your favorite picks, create lists, make reservations - all from the Wander app.

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