Big Pine Key Holidays
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Top Flight + Hotel Deals in Big Pine Key
Price found within the past 48 hours. Click for updated prices.
Eco Stays
Flagami
€425
per person
12 Nov - 15 Nov
found 1 day ago
Return flight included
New York (LGA) to Miami (MIA)
8.8/10 Excellent! (14 reviews)
If you have a rental car to return at MIA it is a perfect spot. It was a little hard to find on a dark rainy night with all the major roadways crisscrossing nearby, but the host was great about responding. It was clean and very near the airport. In fact planes were taking off just over the building. My husband’s only complaint was that the remote needed batteries which they quickly rectified. However, they still didn’t have the channel with the football game he was anxious to watch. Overall a good location and value for those who just need a night before or after flying out.
Reviewed on 20 Sept 2026
Maison Felix
North Beach
€581
per person
12 Nov - 15 Nov
found 1 day ago
Return flight included
New York (LGA) to Miami (MIA)
9.8/10 Exceptional! (112 reviews)
I had an absolutely wonderful stay at this hotel! From the moment I arrived, the staff was friendly, welcoming, and incredibly helpful. The room was clean, comfortable, and beautifully maintained, with everything I needed for a relaxing stay.
Reviewed on 14 Sept 2026
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
Long Beach Estates
While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Sands
Though Sands may not have many top sights, you can venture to the surrounding area to see attractions like Big Pine Key Flea Market and Cook Island.
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 Cook Island.
Punta Brisa
Though Punta Brisa may not have many top sights, you can venture to the surrounding area to see attractions like Cook Island and Big Pine Key Flea Market.
Eden Pines
When in Eden Pines, you can plan a visit to Big Pine Key Flea Market and Cook Island, some noteworthy sights in the nearby area.
Top hotels in Big Pine Key
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
€211
27 Sept - 28 Sept
includes taxes & fees
8.6/10 Excellent! (372 reviews)
"Absolutely the best. Super laid back. Great property and the staff was beyond helpful. Will definitely only stay here in the future"
Reviewed on 20 Sept 2026
Charming 3-bedroom house in
Big Pine Key near Beach and Key West
Big Pine Key FL
€571
28 Sept - 29 Sept
includes taxes & fees
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
€228
22 Sept - 23 Sept
includes taxes & fees
9.2/10 Wonderful! (1,280 reviews)
"La atención en el restaurante principal fatal. Un servicio pésimo muy por debajo de lo que un hotel 5 estrellas merece"
Reviewed on 20 Sept 2026
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.
Stay near popular Big Pine Key attractions
Florida Keys Beaches
8.4/10 (858 reviews)
The Florida Keys' beaches showcase a coral island landscape with crystal-clear waters ideal for snorkelling. Relax under swaying palms at Bahia Honda State Park or explore marine life at Fort Zachary Taylor.
Bahia Honda State Park
9.4/10 (50 reviews)
Bahia Honda State Park boasts pristine white sandy beaches and the historic Old Bahia Honda Bridge. Snorkel in turquoise waters or hike to panoramic viewpoints for an unforgettable Keys experience.
Photo by Sérgio Veludo
Calusa Beach
7.8/10 (9 reviews)
Calusa Beach captivates with pristine white sands and crystal-clear waters perfect for snorkelling in Bahia Honda State Park. Enjoy spectacular views of the historic bridge while relaxing under picnic shelters.
Sandspur Beach
10.0/10 (1 review)
Sandspur Beach's pristine white sands and clear, shallow waters make it the crown jewel of Bahia Honda State Park. Snorkel in turquoise waters or stroll the shoreline in this picturesque Florida Keys setting.
Photo by Vincent Allen
Veterans Memorial Park & Beach
9.0/10 (6 reviews)
During your trip to Big Pine Key, enjoy the surf and sand at Veterans Memorial Park & Beach along with the fishing. Stroll along the marina or discover the sunrises in this relaxing area.
Cook Island
9.2/10 (5 reviews)
This secluded Florida retreat is only accessible by boat or seaplane, offering pristine beaches and Atlantic views. Bring supplies for a day of kayaking, snorkelling, and peaceful exploration away from tourist crowds.
Big Pine Key Flea Market
8.2/10 (12 reviews)
This seasonal open-air market showcases the Florida Keys' local treasures from crafts to seafood. Browse handmade jewellery, vintage clothing, and fresh produce while enjoying the lively community atmosphere.
Coupon Bight Aquatic Preserve
This protected marine sanctuary shelters vibrant seagrass meadows and coral patch reefs teeming with life. Glide through crystal-clear waters by kayak to spot manatees and sea turtles in their natural habitat.
What to do in Big Pine Key
Florida Keys Nature & History Tour from Key West
€102
per adult
88% of travellers recommend
Marathon FL Sandbar Cruise & Sightseeing Adventure
€78
per adult
100% of travellers recommend
Frequently asked questions
How much does a Big Pine Key holiday package cost?
You can grab a holiday package to this destination from €425 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?
- 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.
- 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.
- 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.
- Combine your airfare and accommodation: After you've settled on your dates and duration, book the right Big Pine Key holiday package for you.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
