Big Pine Key Vacations

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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

Though Whispering Pines might not have many top sights, you can venture to the surrounding area to see attractions like Big Pine Key Flea Market and Calusa Beach.

Find hotels in Whispering Pines

Find the Best Big Pine Key Vacation Packages

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 SAR 521 per night from Apr 14 to Apr 15
SAR 521
SAR 962 total
includes taxes & fees
14 Apr - 15 Apr
8.4/10 Very Good! (207 reviews)
"Great boat cabin. Definitely recommend it. Will visit again. Thanks"

Reviewed on 30 March 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 February 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 SAR 956 per night from Apr 6 to Apr 7
SAR 956
SAR 1,169 total
includes taxes & fees
6 Apr - 7 Apr
8.2/10 Very Good! (29 reviews)
"The water front access with kayaks was great."

Reviewed on 3 April 2025

Barnacle Resort
See all 2,523 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 vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation 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 vacation package, consider traveling in August, September and October. You’ll typically find lower rates on flights and accommodations during these months — perfect for a budget-friendly getaway.
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 personalize your search by “Property class,” “Number of bedrooms,” “Traveler 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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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 vacation 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 vacation. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: After you’ve settled on your dates and duration, book the right Big Pine Key vacation 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

4/5(519 reviews)

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

Florida Keys Beaches
Bahia Honda State Park, Beach at the Campground, view to the new Bridge. If you like to get a spot here for your RV, you have to book up to 8 months in advance.

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach

Key West Visitors Center

4/5(74 reviews)

After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina, or seek out the fishing spots.

Key West Visitors Center