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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 Shores. Continue below to view our local activity guide video, travel guides, restaurant recommendations and more.
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Welcome to Islamorada, Florida
Islamorada, Florida, offers a variety of outdoor activities, particularly for water enthusiasts. You can enjoy world-class fishing, diving, and snorkeling in the clear waters of the Florida Keys. Kayaking, paddleboarding, and boating are also popular, allowing you to explore the stunning coastal environment. The area is known for its vibrant marine life, making it perfect for underwater adventures. After a day of activities, visitors can relax at local seafood restaurants and take in the beautiful ocean views.
Travel guides
Let's make this your best trip ever
Restaurants
Fine dining with beautiful views
SHIMA

SHIMA

An intimate and cozy fine dining experience downtown featuring unique sushi dishes from signature dragon rolls to fusion-style poke bowls. Expertly crafted cocktails are also available. Tip: The team is happy to provide recommendations based on your preferences. Open 5 PM - 9 PM, Sunday-Thursday; 5 PM - 10 PM, Friday-Saturday.

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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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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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Activities
Robbie's of Islamorada

Robbie's of Islamorada

Home of the world-famous tarpon feeding. Other activities include boat fishing, sunset cruising, touring through mangrove tunnels, kayaking and boating, snorkeling, and more. Visitors can also explore local shops, enjoy fresh seafood and signature cocktails, and watch the tarpon feeding frenzy from the waterfront deck. Open 7 AM - 9 PM daily.

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Clearly Unique Charters

Clearly Unique Charters

A boat tour agency offering snorkeling, sandbar, and sunset trips led by expert guides. Family-friendly and private charter options, paddle boards, and complimentary drinks (on select trips) are available. Bookings can be made directly through their website. Open 8 AM - 7 PM daily.

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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Groceries
Publix Super Market

Publix Super Market

A supermarket with a broad selection, including fresh produce, meats, and a deli, as well as catering services and in-store pickup. Open 6 AM - 10 PM daily.

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The Trading Post

The Trading Post

A family-owned store open 24/7 with a full selection of fresh produce, meats, beer, wine, and a popular deli featuring key lime pie and other local specialties. Open 24 hours.

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Payfair Supermarket

Payfair Supermarket

A local grocery store offering a variety of food products and household essentials to the community. Open 11 AM - 7 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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