Big Pine Key Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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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
A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

Long Beach Estates

While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.

Find hotels in Long Beach Estates

Top hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
The price is S$309 per night from 29 Oct to 30 Oct
S$309
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (378 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"

Reviewed on 27 Oct, 2026

Old Wooden Bridge Resort and Marina
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is S$466 per night from 29 Oct to 30 Oct
S$466
29 Oct - 30 Oct
includes taxes & fees
9.2/10 Wonderful! (1,296 reviews)
"Really enjoyed this resort. Great location for exploring the keys as well. marketplace food is awesome and not too expensive. Lots of activities to keep you busy here too. My only complaint is having to pay for parking!"

Reviewed on 27 Oct, 2026

Isla Bella Beach Resort & Spa
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

3 out of 5
13201 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is S$200 per night from 3 Nov to 4 Nov
S$200
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (1,234 reviews)
"Great location, walked to tiki bar and restaurants."

Reviewed on 28 Oct, 2026

Fairfield Inn & Suites by Marriott Marathon Florida Keys
See all 2,673 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.

Stay near popular Big Pine Key attractions

A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.

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.
See properties

What to do in Big Pine Key

Reef Snorkel Adventure at Sombrero Key Light Reef

Reef Snorkel Adventure at Sombrero Key Light Reef

S$122
per adult
80% of travellers recommend
Reef Snorkel Adventure at Sombrero Key Light Reef
Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

S$152
per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Tropical Fruit Hunting Tour at Grimal Grove

Tropical Fruit Hunting Tour at Grimal Grove

S$49
per adult
Tropical Fruit Hunting Tour at Grimal Grove
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.