A calm river with boats, lush greenery, and a clear blue sky.

Big Pine Key Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Big Pine Key Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 27 Dec - 1 Jan

    President Hotel + Flight

    South Beach
    5 nights
    3.5 star property
    8.4/10 - Very good (2,931 reviews)
    "Great location and comfortable rooms. Breakfast was good and front porch nice. Pool area well kept but the water is cold. But nice pool area. Staff good and no issues at all. Walking distance to most things you want to do. Nice hotel and good value for the money."
    Reviewed November 5, 2026
    Return • Dublin (DUB) - Miami (MIA)
    DUB - MIA • Direct MIA - DUB • 1 stop
    €2,604
    €1,799
    per traveller
    found 16 hours ago
    President Hotel
  • 27 Dec - 1 Jan

    Hotel Riu Plaza Miami Beach + Flight

    Mid Beach
    5 nights
    4.0 star property
    8.2/10 - Very good (1,235 reviews)
    "El cuarto estuvo muy bueno"
    Reviewed November 5, 2026
    Return • Dublin (DUB) - Miami (MIA)
    DUB - MIA • Direct MIA - DUB • 1 stop
    €3,698
    €2,412
    per traveller
    found 16 hours ago
    Hotel Riu Plaza Miami Beach
  • 27 Dec - 1 Jan

    EAST Miami + Flight

    Brickell
    5 nights
    5.0 star property
    9.2/10 - Wonderful (4,220 reviews)
    Return • Dublin (DUB) - Miami (MIA)
    DUB - MIA • Direct MIA - DUB • 1 stop
    €3,894
    €2,606
    per traveller
    found 16 hours ago
    EAST Miami
  • 27 Dec - 1 Jan

    The Penguin Hotel + Flight

    South Beach
    5 nights
    3.5 star property
    8.4/10 - Very good (2,046 reviews)
    "Location is great. Torrential rains during my stay (obviously no fault of staff). Arrived early and enquired about early check in and was advised nothing. Sure. Waited 5 hours, cold and wet in lobby. Others came after me and were checked in. So I finally walked up to counter sbd attendant saud she'll check. And surprisingly my room was ready. A whole 20 mins before check in time. On top of that showers dud not get hot and I needed it after the current weather. Check out time now, asked for late..."
    Reviewed November 4, 2026
    Return • Dublin (DUB) - Miami (MIA)
    DUB - MIA • Direct MIA - DUB • 1 stop
    €2,616
    €1,805
    per traveller
    found 16 hours ago
    The Penguin Hotel
  • 27 Dec - 1 Jan

    Kimpton EPIC Hotel by IHG + Flight

    Downtown Miami
    5 nights
    5.0 star property
    9.0/10 - Wonderful (2,688 reviews)
    Return • Dublin (DUB) - Miami (MIA)
    DUB - MIA • Direct MIA - DUB • 1 stop
    €3,336
    €2,348
    per traveller
    found 16 hours ago
    Kimpton EPIC Hotel by IHG

Where to stay in Big Pine Key

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

Whispering Pines

Escape to Whispering Pines, a tranquil waterfront community tucked away in Big Pine Key. This residential haven offers authentic Florida Keys living without the tourist crowds. Crystal-clear waters beckon kayakers and fishing enthusiasts right from private docks. The area serves as an ideal base for exploring nearby natural treasures. Spot endangered Key deer at the National Wildlife Refuge or discover the unique ecosystem of Blue Hole. Lush tropical vegetation and mangrove channels create a perfect backdrop for wildlife viewing.

Long Beach Estates

Long Beach Estates offers a peaceful escape in the Florida Keys with direct access to crystal-clear waters perfect for swimming and snorkelling. Private homes on stilts line quiet streets, creating a genuine island atmosphere away from tourist crowds. Many properties feature personal docks where you can launch kayaks or fishing boats. The area sits close to natural attractions like Coupon Bight Aquatic Preserve with its rich marine life. Travellers should rent a car as shopping and dining require short drives to nearby Big Pine Key commercial areas.

Sands

The Sands area in Big Pine Key offers a tranquil waterfront escape where natural beauty takes centre stage. Crystal-clear waters meet private docks and mangrove forests in this residential haven away from tourist crowds. Nearby Coupon Bight Aquatic Preserve provides a perfect backdrop for wildlife watching and water activities. This peaceful community features elevated coastal homes in soft pastel hues with tropical gardens. Visitors can enjoy kayaking, fishing, and swimming right from their holiday rentals. The quiet streets and natural surroundings create an ideal base for exploring the unique ecosystems of the Florida Keys.

Eden Pines

Eden Pines offers a peaceful retreat on Big Pine Key with canal-front homes set among lush tropical landscapes. This residential haven feels worlds away from tourist crowds. Visitors appreciate the authentic Florida Keys lifestyle found in this waterfront community. Quiet streets lead to private docks where crystal-clear canals invite boating, fishing, and kayaking adventures. The nearby Blue Hole natural attraction provides wildlife viewing opportunities. Travellers should rent cars to explore this tranquil area and the surrounding Keys.

Pine Channel Estates

Pine Channel Estates offers a serene waterfront escape in the heart of the Florida Keys. This residential community features quiet canal-lined streets where private homes sit on stilts with their own boat docks. The crystal-clear waters provide direct access to the Atlantic Ocean and Gulf of Mexico. The area serves as an ideal base for fishing enthusiasts and boaters seeking authentic Keys living. Lush tropical landscaping and gentle water sounds create a peaceful atmosphere away from tourist crowds. While dining and shopping require a short drive, the trade-off is genuine island tranquility.

Discover the most popular places to visit in Big Pine Key

What to do in Big Pine Key

Big Pine Key Hotel Deals

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 from €1,799 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.