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Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Set in the heart of the Florida Keys, this area offers endless opportunities for relaxation and adventure. Spend your days snorkeling or diving in the crystal-clear waters of the nearby reefs, kayaking through mangrove tunnels, or embarking on a world-class fishing excursion in the sportfishing capital of the world.
Islamorada, Florida, United StatesFlorida Keys Marathon International Airport offers convenient general aviation services with a 5,000-foot runway, on-site aircraft maintenance, and a fixed base operator, making it a key gateway for travelers and emergency operations in the Florida Keys. It features free parking, rental cars, and U.S. Customs for international arrivals by appointment.
Publix Super Market at Islamorada offers fresh, pre-cut produce, a bakery with scratch-made breads and famous cakes, a deli with flavorful subs and sliced meats, plus a seafood selection featuring fish, crab, and shrimp—perfect for convenient, quality meals. Enjoy weekly BOGO deals and a vibrant floral section for gifts.
Lorelei Restaurant & Cabana Bar offers fresh seafood and American fare in a vibrant waterfront setting with stunning Florida Bay views and nightly live music, perfect for enjoying unforgettable sunsets and a relaxed Keys-casual atmosphere.
Lazy Days Restaurant offers a relaxed oceanfront dining experience with fresh, flavorful Keys-style seafood, steaks, and pasta, complemented by stunning Atlantic views from its indoor and outdoor seating. Its laid-back vibe and scenic setting make it perfect for casual meals or special occasions.
Robbie's of Islamorada is a lively waterfront spot where you can savor fresh seafood, classic burgers, and creative cocktails while watching the famous tarpon feeding frenzy right off the dock—blending laid-back Keys charm with a one-of-a-kind dining experience.
CVS offers a convenient blend of pharmacy essentials and curated grocery picks, including healthy snacks, plant-based meals, and grab-and-go options—making it easy to pick up prescriptions and everyday staples in one quick stop.
The Trading Post is a specialty grocery store known for its exceptional Key Lime pies and tarts, fresh seasonal produce, quality meats, and a well-curated selection of beer, wine, and deli items. It offers a unique local flavor and high-quality products that make it a favorite in Islamorada.
Enjoy island-inspired cuisine and tropical cocktails at Amara Cay Resort, where every bite comes with a breeze and a view. ReelCatch offers coastal flavors, craft cocktails, and live music under the stars in a relaxed oceanfront setting.
Whale Harbor Seafood Buffet in Islamorada offers a vast, fresh seafood feast featuring everything from live oysters and crab to carved meats and decadent desserts, all served in a casual setting with beautiful ocean views. It's a beloved local landmark known for its diverse and generous buffet spread.
Tiny Grocer offers a curated selection of over 3,000 organic and specialty items, along with an award-winning deli serving breakfast, sandwiches, and vegan options. Enjoy local favorites and convenient pickup or delivery services.
The Florida Keys Farmers Market offers artisan cheeses, fresh seafood, baked goods, and local art, providing a vibrant outdoor shopping experience. It features a rotating lineup of vendors offering unique products and experiences.
Square Grouper Islamorada offers a chic waterfront dining experience with fresh, locally sourced seafood, inventive dishes, and craft cocktails in a relaxed yet elegant setting by the marina. It’s a top spot for enjoying quality flavors and great service in the Florida Keys.
Abel's Tackle Box and General Goods in Islamorada offers everything anglers need—from fresh bait and fishing gear to snacks and local apparel—plus expert fishing lessons that help you fish like a local. It’s a trusted spot for both beginners and seasoned fishermen.
Islamorada Brewery & Distillery offers a vibrant island experience with craft beers and award-winning rums, vodkas, and gins, all served in a lively neon-yellow taproom complemented by tasty Keys-style pub food. It’s a must-visit spot blending local flavors with a laid-back Florida Keys vibe.
Circle K is your go-to convenience store for bold, craveable Flavortown menu items—think Mac N’ Cheese Burgers and Sweet Heat Fried Chicken & Waffle Sandwiches—plus fresh food, snacks, and drinks made for life on the move.
Papa Joe's Waterfront in Islamorada offers a memorable dining experience with fresh, locally inspired seafood and premium steaks, all enjoyed against the backdrop of stunning sunset views over the water. Its relaxed yet upscale ambiance makes it a perfect spot to unwind and savor the flavors of the Florida Keys.
Morada Bay offers a relaxed waterfront dining experience in Islamorada, blending Caribbean and American flavors with stunning sunset views and a laid-back Keys ambiance right on a palm-lined beach. Live entertainment and fresh local seafood complete the inviting atmosphere.
The Herbal Conch offers a fresh, flavorful selection of conch specialties including tender conch meat, zesty conch salad, crispy fritters, and hearty chowders, bringing the vibrant taste of the Caribbean straight to your table.
Hog Heaven Sports Bar and Grill in Islamorada offers hearty BBQ, fresh seafood, and classic American fare in a lively, oceanfront setting with live music and a vibrant atmosphere perfect for casual dining and late-night fun. Signature dishes like brisket deviled eggs and Key Lime pie make it a local favorite.
Dion's Quik Chik is a beloved Florida Keys convenience store famous for its signature fried chicken—prepared from a cherished family recipe—alongside classic deli favorites, making it a go-to spot for quick, tasty meals and local flavor.
Matecumbe Microgreens grows fresh, nutrient-packed microgreens like sunflower shoots, radish, and basil in a sustainable, pesticide-free environment, delivering vibrant flavors and health benefits straight from the Florida Keys to your kitchen or local restaurants.
Robbie's of Islamorada offers a unique experience with tarpon feeding and diverse water sports, making it perfect for families and adventure-seekers. Enjoy a day of excitement and relaxation in the beautiful Florida Keys.
Founders Park in Aventura offers a vibrant mix of sports courts, a fitness trail, playgrounds, and a splash pad, perfect for active families and fitness enthusiasts seeking fun and relaxation in a lush, accessible setting. Its scenic bay walk and picnic spots also appeal to nature lovers and casual visitors.
Theater of the Sea offers unforgettable marine animal shows and interactive experiences, including swimming with dolphins, sea lions, and exploring tropical fish and reptiles—perfect for families and animal lovers seeking fun, education, and close-up wildlife encounters in the Florida Keys.
Rain Barrel Village offers a vibrant mix of tropical gardens, unique local art, and the famous giant Betsy the Lobster sculpture, making it a perfect spot for art lovers, families, and anyone seeking a colorful, laid-back Florida Keys experience.
The History of Diving Museum offers a captivating journey through the evolution of underwater exploration, featuring rare diving helmets, atmospheric suits, and interactive exhibits that intrigue history buffs, diving enthusiasts, and families alike. It’s a unique dive into humanity’s quest to explore the depths.
A1A Watersports & Boat Rentals offers thrilling jet ski tours, boat rentals, and snorkeling adventures in the stunning Florida Keys, perfect for families and water lovers seeking unforgettable fun and exploration. Enjoy guided rides, fishing, and diving in a vibrant marine paradise.
KeyZ Charters offers private, customizable boat tours in the Florida Keys, perfect for families and nature lovers who want to snorkel, explore historic islands, watch sunsets, or relax on pristine sandbars in an intimate, personalized setting. Ideal for those seeking adventure and tranquility alike.
Visit the iconic Lobster Statue, a vibrant tribute to local fishing culture, perfect for families and photographers. This whimsical landmark offers a unique glimpse into maritime heritage and stunning photo opportunities.
Windley Key Fossil Reef Geological State Park offers a unique chance to explore ancient coral quarries and fossilized reefs along scenic trails, perfect for history buffs, nature lovers, and anyone intrigued by Florida’s geological past. Guided tours and abundant wildlife make it a fascinating outdoor adventure.
Beach Park offers a perfect mix of outdoor fun with biking, hiking, fishing, and swimming along scenic Lake Michigan shores, ideal for families, nature lovers, and adventure seekers looking to relax or explore. Its diverse activities and beautiful landscapes make it a great spot for all ages.
Here are some things which you should know before booking Wander Islamorada Retreat
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 19, 2025 | $1000 | Not Available |
| Oct 20, 2025 | $1000 | Not Available |
| Oct 21, 2025 | $1000 | Not Available |
| Oct 22, 2025 | $1000 | Not Available |
| Oct 23, 2025 | $1000 | Not Available |
| Oct 24, 2025 | $1098 | Not Available |
| Oct 25, 2025 | $1098 | Not Available |
| Oct 26, 2025 | $1000 | Not Available |
| Oct 27, 2025 | $1000 | Not Available |
| Oct 28, 2025 | $1000 | Not Available |
| Oct 29, 2025 | $1000 | Not Available |
| Oct 30, 2025 | $1000 | Not Available |
| Oct 31, 2025 | $1000 | Not Available |
| Nov 1, 2025 | $1224 | Available |
| Nov 2, 2025 | $1111 | Available |
| Nov 3, 2025 | $1111 | Available |
| Nov 4, 2025 | $1000 | Available |
| Nov 5, 2025 | $1111 | Available |
| Nov 6, 2025 | $1125 | Available |
| Nov 7, 2025 | $1239 | Available |
| Nov 8, 2025 | $1239 | Not Available |
| Nov 9, 2025 | $1125 | Not Available |
| Nov 10, 2025 | $1139 | Not Available |
| Nov 11, 2025 | $1139 | Not Available |
| Nov 12, 2025 | $1139 | Not Available |
| Nov 13, 2025 | $1139 | Not Available |
| Nov 14, 2025 | $1269 | Not Available |
| Nov 15, 2025 | $1269 | Available |
| Nov 16, 2025 | $1166 | Available |
| Nov 17, 2025 | $1166 | Available |
| Nov 18, 2025 | $1180 | Available |
| Nov 19, 2025 | $1194 | Available |
| Nov 20, 2025 | $1194 | Available |
| Nov 21, 2025 | $1859 | Available |
| Nov 22, 2025 | $1874 | Available |
| Nov 23, 2025 | $1874 | Available |
| Nov 24, 2025 | $1889 | Available |
| Nov 25, 2025 | $1904 | Not Available |
| Nov 26, 2025 | $1919 | Not Available |
| Nov 27, 2025 | $1919 | Not Available |
| Nov 28, 2025 | $1934 | Not Available |
| Nov 29, 2025 | $1949 | Available |
| Nov 30, 2025 | $1813 | Available |
| Dec 1, 2025 | $1209 | Available |
| Dec 2, 2025 | $1223 | Available |
| Dec 3, 2025 | $1365 | Available |
| Dec 4, 2025 | $1379 | Available |
| Dec 5, 2025 | $1560 | Available |
| Dec 6, 2025 | $1576 | Available |
| Dec 7, 2025 | $1394 | Available |
| Dec 8, 2025 | $1394 | Available |
| Dec 9, 2025 | $1408 | Available |
| Dec 10, 2025 | $1408 | Available |
| Dec 11, 2025 | $1408 | Available |
| Dec 12, 2025 | $1592 | Available |
| Dec 13, 2025 | $1592 | Available |
| Dec 14, 2025 | $1422 | Available |
| Dec 15, 2025 | $1422 | Available |
| Dec 16, 2025 | $1422 | Available |
| Dec 17, 2025 | $1422 | Available |
| Dec 18, 2025 | $1422 | Available |
| Dec 19, 2025 | $1608 | Available |
| Dec 20, 2025 | $2332 | Available |
| Dec 21, 2025 | $2332 | Available |
| Dec 22, 2025 | $2332 | Available |
| Dec 23, 2025 | $2332 | Available |
| Dec 24, 2025 | $2332 | Available |
| Dec 25, 2025 | $2332 | Available |
| Dec 26, 2025 | $2332 | Available |
| Dec 27, 2025 | $2332 | Not Available |
| Dec 28, 2025 | $2332 | Not Available |
| Dec 29, 2025 | $2332 | Not Available |
| Dec 30, 2025 | $2332 | Not Available |
| Dec 31, 2025 | $2332 | Not Available |
| Jan 1, 2026 | $2506 | Not Available |
| Jan 2, 2026 | $2506 | Not Available |
| Jan 3, 2026 | $2506 | Available |
| Jan 4, 2026 | $1583 | Available |
| Jan 5, 2026 | $1583 | Available |
| Jan 6, 2026 | $1583 | Available |
| Jan 7, 2026 | $1583 | Available |
| Jan 8, 2026 | $1583 | Available |
| Jan 9, 2026 | $1728 | Available |
| Jan 10, 2026 | $1728 | Available |
| Jan 11, 2026 | $1583 | Available |
| Jan 12, 2026 | $1583 | Available |
| Jan 13, 2026 | $1583 | Available |
| Jan 14, 2026 | $1583 | Available |
| Jan 15, 2026 | $1583 | Available |
| Jan 16, 2026 | $1987 | Available |
| Jan 17, 2026 | $1987 | Available |