How much does an Islamorada holiday package cost?

You can snap up a holiday package to this destination from €759 on Expedia. However, how much your holiday to Islamorada costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to Islamorada?

You can generally find lower prices and greater availability in September, October and November. Browse our cheap Islamorada holiday packages and you could get some great off-season discounts.

How many days is enough for Islamorada?

We'd recommend booking an Islamorada holiday for at least 3 days. This will give you enough time to visit top attractions such as Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park , and explore neighbourhoods like Matecumbe and Plantation Key. You could even slot in one or two day trips from Islamorada.

Is it worth booking a holiday package to Islamorada?

Islamorada has all the ingredients you need for a fantastic getaway — walking trails, views and family-friendly attractions are just the start. Whether you'd like to check out attractions such as Theatre of the Sea and Hurricane Monument , or take the path less traveled, there's plenty to see and do on your Islamorada holiday.

How to find the best Islamorada package deals?

Use Expedia's filter tool to help you find some tempting Islamorada package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Islamorada package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.

Is it cheaper to book an Islamorada holiday as a package?

You can enjoy significant savings on your Islamorada escape by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a holiday package to Islamorada?

If you're considering a spur-of-the-moment Islamorada getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.

How to plan a trip to Islamorada?

Choose when to go: Check your diary and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Islamorada. Set your budget: Factor in expenses like food, flights and transportation when working out how much to save for your trip to Islamorada. Then, select a hotel that works with your budget, whether that's a low-cost option or a swankier getaway. Decide your trip length: Think about how much time you want to spend exploring Islamorada. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace. Combine your airfare and accommodation: After you've nailed down your travel dates and duration, lock in the right Islamorada holiday package for you.

Islamorada 2026 Holidays & City Breaks | Flight + Hotel

Things to do in and around Islamorada

Islamorada is an ideal destination for family beach holidays, offering a variety of activities such as resort stays, shopping at local centres, and vibrant shopping areas. Key attractions include scenic sightseeing spots, fishing getaways, and exciting snorkelling trips, alongside numerous water sports rentals to enhance your outdoor experience.

Shopping

Rain Barrel Village is a charming spot in Islamorada, filled with unique gifts and local artwork, capturing the area's vibrant spirit. If you're up for a drive, consider visiting the nearby outlets in Key Largo for a wider variety of shops and discounts.

Recreation

At Jacob's Aquatic Center, located 27.4km from Islamorada, families can enjoy a variety of water activities in a welcoming atmosphere. This aquatic venue offers swimming, fitness classes, and relaxation opportunities, making it an ideal spot for wellness and recreation amidst the beautiful Florida Keys.

Adventure

At Florida Keys Dive Center, located 12.9km from Islamorada, immerse yourself in the vibrant underwater world, perfect for diving enthusiasts. Alternatively, experience the thrill of wakeboarding at Keys Cable Park, situated 35.4km away, or hike the scenic Pa-hay-okee Trail, 38.6km from town, for breathtaking views.

Nightlife

Islamorada's nightlife offers a vibrant atmosphere with romantic vibes. Enjoy a refreshing drink at Jimmy Johnson's Big Chill, located 27.4km away, or head to the Caribbean Club Bar, 33.8km away, for lively entertainment and a warm Caribbean flair.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Islamorada

Islamorada is perfect for families seeking outdoor and beach vacations, with attractions like marinas, beaches, and national parks. Visitors can enjoy the famous Islamorada Sandbar and explore the scenic Florida Keys, while the Islamorada County Park offers additional recreational opportunities. Whether you're after adventure or relaxation, this charming locale caters to all types of travellers looking to make the most of their time in the sun.

Bud n' Mary's Dive Center: This vibrant marina offers an exhilarating atmosphere for adventure seekers. With diving and fishing excursions, it’s perfect for those eager to explore the stunning underwater world, teeming with colourful marine life and vibrant coral reefs.
Sunset Drive Beach: Renowned for its idyllic beach vibes, Sunset Drive Beach invites you to unwind on soft sands while soaking in breathtaking sunsets. It’s an ideal spot for relaxation, swimming, or simply enjoying the tranquil ocean views.
Islamorada County Park: This urban park caters to families with its spacious green areas and outdoor activities. Perfect for a picnic or a leisurely stroll, it provides a delightful escape within the city, blending nature with recreational fun.

Best time to go to Islamorada

The best time to visit Islamorada can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Islamorada falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Islamorada falls in January, visitor numbers are average and weather is mostly sunny with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	70.0°F (21.1°C)	No Rain	Mostly Sunny	Average	Average
February	71.8°F (22.1°C)	No Rain	Mostly Sunny	Average	Slightly High
March	72.9°F (22.7°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
April	76.6°F (24.8°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
July	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Average	Average
September	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	75.9°F (24.4°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	72.9°F (22.7°C)	No Rain	Mostly Sunny	Moderately Low	Average

Tips to save on your trip to Islamorada

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Islamorada.
Consider traveling to Islamorada during the low season (September to November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.