Big Pine Key Holidays

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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

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
Fully refundableReserve now, pay when you stay
The price is NZ$468 per night from 31 Mar to 1 Apr
NZ$468
includes taxes & fees
31 Mar - 1 Apr
8.4/10 Very Good! (205 reviews)
"Great place to stay !! Especially if you like this type of thing !! Fishing is awesome and very close to the bridge spent many many hours out there !!"

Reviewed on 28 Mar. 2025

Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Sunshine Key RV Resort & Marina
2 out of 5
38801 Overseas Highway, Big Pine Key, FL
8.6/10 Excellent! (145 reviews)
"We enjoyed the stay so much. Great pool area and very friendly staff!!"

Reviewed on 19 Feb. 2025

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Sunshine Key RV Resort & Marina
Barnacle Resort
Barnacle Resort
3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
The price is NZ$797 per night from 1 Apr to 2 Apr
NZ$797
includes taxes & fees
1 Apr - 2 Apr
8.2/10 Very Good! (28 reviews)
"Very nice place. Good staff."

Reviewed on 24 Mar. 2025

Barnacle Resort
See all 2,537 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.

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.

Discover the most popular places to visit in Big Pine Key

South Beach which includes a beach and a coastal town as well as a large group of people

Florida Keys Beaches

5/5(1 review)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches

What to do in Big Pine Key

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

NZ$187
per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Photograph endangered Key Deer

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

NZ$259
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Miami: Party Boat Sandbar Island & Toys Bayside Marketplace

Miami: Party Boat Sandbar Island & Toys

NZ$139
per adult
100% of travellers recommend
Miami: Party Boat Sandbar Island & Toys
See all activities in Big Pine Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.