Lodging & Dining

Stay & Play

Preferred Lodging

Three Waters Resort

Three Waters Resort & Marina in Islamorada offers a luxurious escape to the Florida Keys. This expansive resort boasts multiple beaches, pools, and dining options, catering to diverse preferences. Guests can indulge in water activities, unwind at the spa, or explore the vibrant marine life. The resort's modern design blends seamlessly with the natural beauty of the island, providing a memorable and rejuvenating experience.

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Islander Resort

The Islander Resort offers a relaxing and luxurious escape in Islamorada. With its beachfront location, outdoor pool, and on-site dining, guests can unwind and enjoy the stunning coastal views. The resort also provides access to a variety of water activities, making it a perfect destination for adventure seekers and those seeking a tranquil getaway.

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Chesapeake Beach Resort

Chesapeake Beach Resort offers a relaxing and luxurious escape in Islamorada. With oceanfront views, multiple pools, and easy access to the beach, guests can unwind and enjoy the stunning coastal scenery. The resort also provides opportunities for water activities like kayaking and fishing, making it a perfect destination for both relaxation and adventure.

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Ocean View Inn

The Oceanview Inn & Pub offers a laid-back and fun-filled experience in Islamorada. With its casual atmosphere, outdoor pool, and waterfront location, guests can relax and enjoy the beautiful scenery. The on-site pub and restaurant provide delicious food and drinks, making it a great spot to unwind after a day of exploring the Keys.

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The Drop Anchor

Drop Anchor Lodge & Marina in Islamorada offers a relaxed and authentic Keys experience. This waterfront property provides easy access to boating, fishing, and other water activities. The comfortable accommodations and friendly atmosphere create a welcoming space to unwind and enjoy the island lifestyle.

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Checa Lodge & Spa

Cheeca Lodge & Spa is a luxurious resort in Islamorada, Florida. It offers a variety of amenities, including a full-service spa, a 9-hole golf course, and a variety of dining options. Guests can also enjoy a variety of water activities, such as fishing, snorkeling, and kayaking.

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Catch & Cook

Preferred Dining

Lazy Days

Lazy Days Restaurant in Islamorada offers a casual and delicious dining experience with stunning ocean views. The restaurant features a variety of fresh seafood dishes, as well as other classic favorites. Whether you choose to dine indoors or on the outdoor patio, you'll be treated to breathtaking views of the Atlantic Ocean and delicious food.

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Shrimp Shack

Islamorada Shrimp Shack is a casual seafood joint known for its fresh, delicious seafood dishes. The restaurant offers a laid-back atmosphere and a menu full of classic seafood favorites, including shrimp, crab, and fish. It's a great place to enjoy a tasty meal with friends and family while soaking up the laid-back island vibe.

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Chef Michael's

Chef Michael's in Islamorada offers a refined dining experience with a focus on fresh, locally sourced seafood. The restaurant boasts a sophisticated atmosphere and impeccable service, making it a perfect choice for a special occasion. The menu features innovative dishes prepared with culinary expertise, ensuring a memorable meal for seafood lovers and gourmands alike.

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Captain Craig's

Captain Craig's in Islamorada is a beloved local spot known for its fresh seafood and laid-back atmosphere. The restaurant offers a variety of delicious dishes, including their famous fish sandwich and other seafood specialties. Whether you're looking for a casual lunch or a more formal dinner, Captain Craig's is a great place to enjoy the flavors of the Florida Keys.

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Lazy Lobster

The Lazy Lobster in Key Largo offers a delicious and casual dining experience. Known for its fresh seafood dishes, the restaurant provides a laid-back atmosphere and stunning water views. Whether you're craving a classic lobster roll or a unique seafood dish, the Lazy Lobster is a must-visit for seafood lovers in the Florida Keys.

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Buzzard's Roost

The Buzzard's Roost offers a relaxed and authentic Keys dining experience. Located right on the water, this rustic seafood restaurant features delicious dishes made with fresh local ingredients. With its laid-back atmosphere, outdoor seating, and live music, the Buzzard's Roost is a great place to enjoy a meal and soak up the island vibes.

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