Islamorada Vacation Packages
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Top reasons to visit Islamorada
- World-Class Fishing: Islamorada is known for its exceptional fishing opportunities, where visitors can try their luck and reel in the catch of a lifetime.
- Treasure Harbor: This picturesque spot is a must-visit for water enthusiasts, offering crystal-clear seas and vibrant marine life for diving and exploring.
- Lush Mangrove Trees: Nature lovers will be captivated by the lush mangrove trees that line the shores of Islamorada, creating a beautiful and serene environment.
- Snorkeling Paradise: Snorkeling enthusiasts will be in awe of the fantastic snorkeling opportunities available in Islamorada, with its clear blue waters and stunning underwater scenery.
- Exceptional Seafood Dining: Indulge in unforgettable seafood dining experiences in Islamorada, where you can savor the freshest catches while enjoying breathtaking sunsets.
Top things to see and do in Islamorada
Located in the enchanting Florida Keys, Islamorada is a charming destination that offers a plethora of activities for travelers to indulge in. Known for its world-class fishing, visitors can embark on thrilling fishing excursions and try their luck at reeling in the catch of a lifetime. The picturesque Treasure Harbor is a must-visit spot for water enthusiasts, where they can explore the crystal-clear sea and dive amidst vibrant marine life. Nature lovers will be captivated by the lush mangrove trees that line the shores, and snorkeling enthusiasts will find themselves in awe of the fantastic snorkeling opportunities available in Islamorada. With its diverse range of activities and attractions, Islamorada promises an unforgettable vacation experience.
- Anne's Beach: Anne's Beach is a serene beach with crystal-clear waters and powdery white sand. The calm waves offer the perfect setting for a relaxing beach day, where you can soak up the sun and enjoy the gentle ocean breeze. With its secluded location, Anne's Beach provides a tranquil escape from the hustle and bustle of everyday life.
- Bud n' Mary's Dive Center: Bud n' Mary's Dive Center is a picturesque marina nestled by the sea. The vibrant colors of the sunset reflect on the calm waters, creating a breathtaking backdrop for fishing enthusiasts and nature lovers alike. Whether you're casting your line or simply taking in the scenic views, this marina offers a captivating experience. With its family-friendly atmosphere and delicious seafood options, Bud n' Mary's Dive Center is a must-visit for adventure seekers and those looking to unwind.
- Islamorada County Park: Islamorada County Park is a vibrant urban park with a touch of coastal charm. Surrounded by the sea and boasting stunning sunset views, this park is a haven for families and outdoor enthusiasts. From fishing and beach activities to enjoying live opera and theater performances, Islamorada County Park offers a diverse range of entertainment options. Immerse yourself in the beauty of nature while savoring delicious seafood dishes, creating unforgettable memories in this city oasis.
Best places to visit in Islamorada
Islamorada offers a paradise for outdoor enthusiasts. Immerse yourself in the stunning ocean views while snorkeling or diving in the clear blue waters. Indulge in exceptional seafood dining experiences and witness breathtaking sunsets. This lush oasis guarantees beautiful beaches and unforgettable outdoor adventures.
- Matecumbe: This popular neighborhood in Islamorada offers a unique outdoor experience with its stunning natural beauty and local charm. Explore the crystal-clear waters for snorkeling and diving adventures, or try your hand at fishing in the abundant marine life. Relax on the sandy beaches and catch breathtaking sunsets over the horizon. With a lively atmosphere and a variety of entertainment options, Matecumbe is the perfect destination for outdoor enthusiasts looking to unwind and have fun.
- Venetian Shores: Another beloved neighborhood in Islamorada, Venetian Shores offers a delightful mix of outdoor activities and local flair. Immerse yourself in the vibrant atmosphere as you stroll along the waterfront promenade, lined with charming shops and restaurants. Enjoy boating and water sports in the picturesque canals, surrounded by lush tropical scenery. With its unique blend of natural beauty and lively ambiance, Venetian Shores is a must-visit destination for outdoor enthusiasts seeking an unforgettable vacation.
- Lower Matecumbe Beach: If you're looking for the ultimate outdoor holiday experience, Lower Matecumbe Beach has it all. This popular neighborhood is a paradise for fishing enthusiasts, with its abundance of fish and serene sea views. Dive into the crystal-clear waters to explore vibrant coral reefs and encounter fascinating marine life. Unwind on the pristine sandy beaches and soak up the sun. In the evenings, indulge in delicious seafood dishes and immerse yourself in the local theater and opera scene. Lower Matecumbe Beach is a haven for outdoor lovers seeking relaxation, entertainment, and unforgettable adventures.
Seasonal travel trends of Islamorada
The popularity of Islamorada shows a slight change throughout the year. The most popular time to visit is between February and April, with a seasonal peak in March. The off-peak tourist season is from October and December, with October typically being the quietest month.
Check out the month-by-month weather chart for Islamorada to help you plan your next trip. With a monthly average of 84.4 degrees Fahrenheit, you can expect the hottest temperatures in August. The coldest month, on average, is January. The most rainfall typically happens in September. Regardless of when you visit Islamorada, every season has a reason to stay.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |
| January | 70.0°F (21.1°C) | No Rain (Dry) | Mostly Sunny |
| February | 71.8°F (22.1°C) | No Rain (Dry) | Mostly Sunny |
| March | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny |
| April | 76.6°F (24.8°C) | No Rain (Dry) | Mostly Sunny |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny |
| June | 82.4°F (28.0°C) | Light Rain | Mostly Sunny |
| July | 83.8°F (28.8°C) | Light Rain | Mostly Sunny |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny |
| September | 83.3°F (28.5°C) | Light Rain | Mostly Sunny |
| October | 80.2°F (26.8°C) | Light Rain | Mostly Sunny |
| November | 75.9°F (24.4°C) | Light Rain | Mostly Sunny |
| December | 72.9°F (22.7°C) | No Rain (Dry) | Mostly Sunny |
Local eateries in Islamorada
In Islamorada, Florida, prepare to indulge in the flavors of coastal cuisine. The dining culture is defined by fresh, locally caught seafood that is expertly prepared and served in a variety of enticing ways. At Wahoo's Bar & Grill, you can savor classic North American dishes with a tropical twist. If you're craving seafood, head to Square Grouper, where you'll find an array of delectable dishes showcasing the ocean's bounty. Whale Harbor Restaurant Marina offers a unique dining experience combining delicious pizzas with waterfront views. Whether you're looking for a casual beachside meal or a refined culinary adventure, Islamorada's excellent restaurants have something to satisfy every palate.
Islamorada Vacation Packages
Islamorada Vacation Packages
You'll love every second you spend in intriguing Islamorada. The talented team at Orbitz can help you get moving by linking up awesome airfares and hotels. Choose your preferred airfares, hotels, experiences and rental cars to save as much as $374! Bundling your bookings is one of the simplest ways to save cash. And that's not all — you've got stacks of flexibility. Mix and match from 500 airline partners and some 500,000 hotels globally. No matter what sort of experience you're searching for, there are limitless possible options to design the vacation of your dreams.
Where is Islamorada?
You won't have to wait until you're miles in the air gazing at the flight route to learn where Islamorada is — let us point you in the right direction. This city is approximately 440 miles southeast of Florida's capital, Tallahassee. Islamorada is also 16 miles southwest of Key Largo. This area of Florida Keys is home to around 7,000 people.Places to Visit in Islamorada
History of Diving Museum is an interesting spot to wander around when it's wet and gloomy outside. Want some more options? Experience a wonderful adventure below the water without the need to get wet at Theater of the Sea. But that's not all there is! A structure where the community comes to reflect on the past, Hurricane Monument is an enlightening experience.
Car Rentals in Islamorada
Nothing is as fun as exploring a new destination with your own vehicle. If you're looking for car rentals in Islamorada, Orbitz is here to help. Arrive at Marathon Airport and then drive away from it in your own car a short while later. Make the brief journey to Budget, at 9400 Overseas Hwy, and you’re more than likely to find the ride you want.
Places to Visit in Islamorada
History of Diving Museum is an interesting spot to wander around when it's wet and gloomy outside. Want some more options? Experience a wonderful adventure below the water without the need to get wet at Theater of the Sea. But that's not all there is! A structure where the community comes to reflect on the past, Hurricane Monument is an enlightening experience.
Nearest Airports to Islamorada
Unexpected vacations can be exciting, but it's still wise to know a little bit about where you're going. The closest airport to Islamorada is Homestead Air Reserve Base Airport (HST), 40 miles north of the downtown area.
Popular Places to Visit Near Islamorada
Only 30 miles away from Islamorada is Key Colony Beach. This area gives easy access to the unforgettable sight, Dolphin Research Center. Sombrero Beach is another worthwhile option. If you have enough time, we recommend getting to both.
No Cancellation Fees
Changing or canceling a booking can often be quite tedious — but not with us! We won't charge a fee, which will make it simple and straightforward.^ Hotels and airlines sometimes have a similar policy, so it's a wise idea to check with them.
Top Islamorada vacation package deals
Rock Reef Resort
Jun 2 - Jun 4
Boston (BOS) to Miami (MIA)
Reviewed on Apr 24, 2025
Find your perfect trip to Islamorada
Find your perfect trip to Islamorada
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Saving tips for your trip
To save money on your trip to Islamorada, consider visiting during the off-peak season from October to December. Bundle your flights, hotel, and car bookings together to get a discounted price. While in Islamorada, you can enjoy inexpensive activities such as fishing, snorkeling, and watching beautiful sunsets. These local attractions will provide you with a memorable experience without breaking the bank.
Top rated hotels for your Islamorada vacation package
Chesapeake Beach Resort
Cheeca Lodge & Spa
