Relaxing vacation package deals in Islamorada, Florida

Sundance Watersports is a premier travel agency located at 77522 Overseas Highway in Islamorada, Florida. We specialize in providing unforgettable water-based experiences for our clients, including snorkeling tours, paddleboarding adventures, and jet ski rentals. Our knowledgeable staff are dedicated to helping you create the perfect vacation itinerary, whether you're looking to relax on the beach or explore the crystal-clear waters of the Florida Keys. Come visit us and let us help you make the most of your time in this beautiful coastal paradise.

The Caribbean Resort, located at 117 Carroll Street in Islamorada, Florida, is a charming lodging option that offers a taste of the Caribbean right in the heart of the United States. With its tropical-inspired decor, lush gardens, and stunning ocean views, this resort is the perfect escape for those looking to relax and unwind in a beautiful setting. Whether you're lounging by the pool, enjoying a cocktail at the beachside bar, or exploring the nearby attractions, The Caribbean Resort provides a tranquil and luxurious retreat for guests seeking a slice of paradise.

Ragged Edge Resort and Marina is a charming lodging establishment located at 243 Treasure Harbor Drive in the picturesque town of Islamorada, Florida. Situated right on the waterfront, this resort offers guests stunning views of the marina and the crystal clear waters of the Florida Keys. The resort features comfortable accommodations, a variety of amenities, and easy access to all the outdoor activities and attractions the area has to offer. Whether you're looking to relax by the pool, go fishing, or explore the local shops and restaurants, Ragged Edge Resort and Marina is the perfect place to unwind and enjoy a memorable vacation in paradise.

Welcome to Best of Both Worlds Resort, a luxurious lodging destination located in the heart of Islamorada, Florida. Situated along the picturesque Overseas Highway, our resort offers the perfect blend of relaxation and adventure, providing guests with the best of both worlds. Our resort features spacious and beautifully appointed rooms, each designed to provide a comfortable and inviting atmosphere for our guests. Whether you're looking to unwind by the pool, indulge in a spa treatment, or explore the natural beauty of the Florida Keys, Best of Both Worlds Resort has something for everyone.

Coral Bay Resort, located at 75690 Overseas Highway in Islamorada, Florida, offers a relaxing and picturesque lodging experience. Guests can unwind in the fresh water heated pool after a day of exploring the waters. The resort grounds are beautifully landscaped with hibiscus and native Keys Palms, leading to a sandy beach that gently slopes into the crystal clear Gulf of Mexico. The sunsets are always stunning, and the waters beyond the dock are illuminated at night for guests to enjoy the marine life. Boaters are welcome to bring their boats, with no additional charges for boat dock and private ramp use, as well as ample trailer storage on site. Guests can relax under the illuminated tiki and enjoy the peaceful bay views in the evening.

The Oceanview Inn & Sports Pub is a charming establishment located at 84500 Overseas Highway in Islamorada, Florida. This institution offers a unique combination of bar, food, and lodging, making it the perfect destination for a Keys vacation. The guest rooms at The Oceanview Inn & Pub are clean, comfortable, and have a tropical flair, providing guests with a relaxing and enjoyable stay. Whether you're visiting for a weekend getaway or a longer stay, this inn has everything you need for a perfect vacation.

Drop Anchor Resort & Marina is a charming lodging establishment located at 84959 Overseas Highway in the beautiful Islamorada, Florida. This waterfront resort offers a serene and relaxing escape for guests looking to unwind and enjoy the stunning views of the Florida Keys. With comfortable accommodations, a marina for boat enthusiasts, and a range of amenities including a pool and beach access, Drop Anchor Resort & Marina is the perfect destination for a memorable vacation in the heart of the Keys.

Lazy Days is an award-winning restaurant located in Islamorada, Florida, offering the freshest seafood in town. Enjoy oceanfront dining with exquisite Keys-style dishes such as seafood pastas, vegetarian options, sandwiches, certified Angus steaks, and chicken at reasonable prices. The restaurant has been voted "Best Restaurant Overall", "Best Waterfront Dining", "Best Seafood Restaurant", "Best Lunch", and "Best Wait Staff" in the Upper Keys People's Choice Awards. With spectacular views from tables nestled in the sand, an outside upstairs patio overlooking the Atlantic, and a cozy Keys-style atmosphere indoors, Lazy Days offers a unique dining experience. The full-service bar serves a variety of drinks, including craft beers, wines, and specialty cocktails. Don't forget to visit the Lazy Days Seafood Market for the freshest seafood in town and stop by the gift shop for custom t-shirts, hats, and more.

Located at 80001 Overseas Highway in Islamorada, Florida, the Amara Cay Resort offers a luxurious and effortless island experience. From the chic coastal style of the rooms and suites to the breathtaking views of the Alligator Reef Lighthouse, every aspect of this resort embodies the essence of the Florida Keys. Guests can enjoy island-inspired cuisine and cocktails with stunning sea views, as well as a variety of amenities and activities such as boating excursions and beach lounging. Whether you're looking for a relaxing beach vacation or an adventurous day on the water, Amara Cay has something for everyone. With special offers for Florida and Georgia residents, military personnel, and other groups, there are plenty of opportunities to save on your stay. The resort also offers a range of activities, from beachside yoga to ocean adventures, as well as delicious dining options at the poolside Tiki Bar and other on-site restaurants.

Located at 84001 Overseas Highway in Islamorada, Florida, the Postcard Inn Beach Resort and Marina offers a unique and authentic Keys experience. As the "Sportfishing Capital of the World," guests can bring their own boat or book an excursion to explore the waters surrounding this beautiful resort. With the merging of two Islamorada resorts into one destination, the Postcard Inn Resort & Marina is set to become the heartbeat of the Islamorada Resort Collection in 2024. Offering island-chic guestrooms, exciting culinary experiences, a lively marina, a stunning beachfront, and a variety of activities, guests can seamlessly transition between adventure and relaxation from sunrise to sunset.

Keys Ocean House is a charming lodging establishment located at 76311 Overseas Highway in the picturesque town of Islamorada, Florida. This quaint and cozy inn offers guests a peaceful and relaxing stay right by the ocean. The rooms are tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the ocean from their rooms or take a leisurely stroll along the beach. The friendly staff is always ready to assist with any requests or recommendations for activities in the area. Whether you're looking for a romantic getaway or a family vacation, Keys Ocean House is the perfect choice for a memorable stay in the Florida Keys.

Pines and Palms Adventures is a travel agency located at 80401 Old Highway in Islamorada, Florida, United States. This family-owned resort offers boutique-style accommodations with oceanfront cottages and suites, creating a peaceful tropical village for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle while staying at this resort. The oceanfront climate-controlled pool allows for a relaxing break in the day, with views of the Atlantic Ocean. Seasonal yoga classes are also available for guests to rejuvenate their body and soul in paradise. Pines and Palms Resort prides itself on personalized service that makes guests feel like family, leading to many returning visitors who appreciate the charm and hospitality offered here.

The Maison is a charming and elegant institution located at 80639 Old Highway in Islamorada, Florida. With a prime location in the heart of the Florida Keys, this institution offers a luxurious and tranquil escape for guests looking to relax and unwind. The Maison boasts stunning views of the ocean and is just a short distance from some of the area's best attractions, including world-class fishing, snorkeling, and dining options. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, The Maison provides a welcoming and sophisticated atmosphere for all guests to enjoy.

Capt. Jack Backus is a reputable travel agency located at 79901 Overseas Highway in the beautiful town of Islamorada, Florida. Specializing in providing top-notch travel experiences and adventures, Capt. Jack Backus offers a wide range of services including booking flights, hotels, cruises, and tours. With a team of experienced and knowledgeable travel experts, this agency is dedicated to helping clients plan unforgettable vacations and create lasting memories. Whether you're looking for a relaxing beach getaway, an exciting outdoor adventure, or a romantic escape, Capt. Jack Backus has you covered. Contact them today to start planning your dream vacation!