Big Pine Key Holidays

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Your Big Pine Key Holiday

Lock in a Big Pine Key holiday package and get set to experience all this city has to offer. Think about staying in the neighbourhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports. Make your trip to Big Pine Key even more fun and exciting by including some sightseeing. Bahia Honda State Park, Calusa Beach and Loggerhead Beach are among the big attractions you'll want to explore. Whoever you're taking time off with and whatever you plan to spend, your ultimate Big Pine Key holiday is just clicks away with Expedia.

Our guide on where to stay in Big Pine Key

Find the best Big Pine Key areas and neighborhoods for the activities you enjoy most. Learn more about Big Pine Key
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Whispering Pines

While there might not be top attractions in Whispering Pines, you can explore the larger area and discover places like Big Pine Key Flea Market and Calusa Beach.

Find hotels in Whispering Pines

Big Pine Key Holiday

Big Pine Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
4,300
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Bahia Honda State Park, Calusa Beach and Loggerhead Beach

Our pick of the best Big Pine Key Hotel Deals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
8.6/10 Excellent! (256 reviews)
"River boat houses, pool, kayak rentals."

Reviewed on 14 Aug. 2025

Get rates
Old Wooden Bridge Resort and Marina
Barnacle Resort

Barnacle Resort

3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$418 per night from 20 Aug to 21 Aug
AU$418
20 Aug - 21 Aug
includes taxes & fees
8/10 Very Good! (39 reviews)
"No communication when I couldn’t get into my room. Horrible situation. DO NOT STAY AT THIS PROPERTY!! Total scam."

Reviewed on 29 Jun. 2025

Barnacle Resort
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Big Pine Key
The price is AU$1,040 per night from 2 Sept to 3 Sept
AU$1,040
2 Sept - 3 Sept
includes taxes & fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West
See all 2,585 properties in Big Pine Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Big Pine Key

Big Pine Key Flea Market

You can enjoy retail therapy at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.

Big Pine Key Flea Market

What to do in Big Pine Key

Photograph endangered Key Deer

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

AU$259
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

AU$121
per adult
Guided Clear Kayak Eco-Tour Near Key West
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

AU$1,022
per traveller
Marathon Backcountry Fishing Charter
See all activities in Big Pine Key

Frequently asked questions

How much does a Big Pine Key holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Big Pine Key costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Big Pine Key?
If you're hoping to book a cheap Big Pine Key holiday package, consider travelling in August, September and October. You'll typically find lower rates on flights and accommodation during these months — perfect for a budget-friendly getaway.
How many days is enough for Big Pine Key?
To get the most out of a Big Pine Key holiday, we recommend staying for 3 days. Divide your time between visiting Loggerhead Beach, Sandspur Beach and other top attractions, in addition to experiencing neighbourhoods like Punta Brisa and Long Beach Estates. If you've got some time to spare, include a day trip in your Big Pine Key holiday itinerary.
Is it worth booking a holiday package to Big Pine Key?
Whether you're looking to visit major sights such as No Name Key and National Key Deer Refuge Visitor Centre on your Big Pine Key holiday, or coming for its excellent fishing, watersports and walking trails, there's something for everyone here. With so many things to see and do, you'll quickly learn why so many people think Big Pine Key is a good holiday destination.
How to find the best Big Pine Key package deals?
Bagging a cheap Big Pine Key package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can personalise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most economical Big Pine Key package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Big Pine Key holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Big Pine Key holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Big Pine Key?
If you're planning an impromptu Big Pine Key trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Big Pine Key?

  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to holiday in Big Pine Key.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when working out how much to save for your trip to Big Pine Key. Then, pick a hotel that suits your budget, whether that's an economical stay or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Big Pine Key, you can work out the ideal length of your holiday. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, book the right Big Pine Key holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.