Big Pine Key Vacations from $282

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Your Big Pine Key Vacation

The easiest way to experience this vibrant city is with a custom-made Big Pine Key vacation package. Base yourself in the neighborhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports or choose someplace else — our packages are all about you. If your trip to Big Pine Key includes some sightseeing, drop by renowned attractions like Bahia Honda State Park, Calusa Beach and Loggerhead Beach. Whatever your travel plans or the size of your budget, organizing a tailored Big Pine Key vacation is a walk in the park with Expedia.

The Latest Big Pine Key vacation packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.2/10 Very Good! (792 reviews)
Everyone is extremely nice. They allowed me to check in early. The rooms are clean but not sure of the vibe trying to give off. The beds are immaculate but everything else around that looks suspicious. There are stains on the walls and what looks to be mold on some places. There are some sugar ants ( to be expected in Florida). It’s a great hotel but if they can clean up the aesthetic of the room, I would’ve gave 5 starts.

Reviewed on Jun 8, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8/10 Very Good! (1 review)
Broadmore Miami Beach

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
5.4/10 (284 reviews)
Great value, old hotel but awesome location. Staff was helpful.

Reviewed on May 25, 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,560 reviews)
Good value. Comfortable bed. Nice staff.

Reviewed on Jun 16, 2025

Miami accommodations BeachFront

Miami accommodations BeachFront

2 out of 5
South Beach
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
10/10 Exceptional! (1 review)
Great landlord Good hospitality Spacious unit All in all good environment for family to stay

Reviewed on May 31, 2025

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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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Sands

Though Sands 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 Sands

Discover the most popular places to visit in Big Pine Key

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

National Key Deer Refuge Visitor Center

4/5(21 reviews)

National Key Deer Refuge Visitor Center is just one of the places to see in Big Pine Key, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beaches.

National Key Deer Refuge Visitor Center

What to do in Big Pine Key

Miami: Party Boat Sandbar Island & Toys Bayside Marketplace

Miami: Party Boat Sandbar Island & Toys

$150
per adult
100% of travellers recommend
Miami: Party Boat Sandbar Island & Toys
Experience the Marathon area marine life on your very own private tour

3 Hour Private Snorkeling in Marathon Florida

$720
per traveler
3 Hour Private Snorkeling in Marathon Florida
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

$667
per traveler
Marathon Backcountry Fishing Charter
See all activities in Big Pine Key

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
$244 nightly
The price is $275 total per night from Jun 19 to Jun 20
$275 total
Jun 19 - Jun 20
Total includes taxes and fees
8.4/10 Very Good! (239 reviews)
"At low tide there was a smell but that is not the properties fault. They were very friendly, able to park our boat at the house boat."

Reviewed on Jun 11, 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! (151 reviews)
"Excellent"

Reviewed on Jun 8, 2025

Get rates
Sunshine Key RV Resort & Marina
Barnacle Resort
Barnacle Resort
3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
$290 nightly
The price is $327 total per night from Jun 24 to Jun 25
$327 total
Jun 24 - Jun 25
Total includes taxes and fees
8.2/10 Very Good! (36 reviews)
"Perfect place for a quiet getaway."

Reviewed on May 24, 2025

Barnacle Resort
See all 2,539 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.

Find the Best Big Pine Key Vacation Packages

Big Pine Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
4,300
Max Temp Winter
75ºF
Max Temp Summer
85ºF
Top Sights
Bahia Honda State Park, Calusa Beach and Loggerhead Beach

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Frequently asked questions

How much does a Big Pine Key vacation package cost?
You can grab a vacation package to this destination from $282 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 looking to score a cheap Big Pine Key vacation package, consider visiting in August, September and October. You’ll typically find better rates on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Big Pine Key?
To get the most out of a Big Pine Key vacation, we recommend booking for 3 days. Split your time between visiting Loggerhead Beach, Sandspur Beach and other leading sights, on top of exploring neighborhoods like Long Beach Estates and Punta Brisa. If you’ve got some time to spare, include a day trip in your Big Pine Key vacation itinerary.
Is it worth booking a vacation package to Big Pine Key?
Big Pine Key has everything you need for an awesome break — fishing, views and walking trails are just the start. Whether you want to check out attractions such as National Key Deer Refuge Visitor Center and Big Pine Key Flea Market, or take the road less traveled, you’ll have plenty to see and do on your Big Pine Key vacation.
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 go: Check your calendar and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to escape to Big Pine Key.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Big Pine Key.
  3. Use our trip planning tool to discover Big Pine Key: Research every aspect of your trip to Big Pine Key with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Big Pine Key, you can work out the perfect length of your vacation. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that’s left is to choose a Big Pine Key vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here’s the fun part — organizing everything you want to see and do. Explore some of the exciting things to do in Big Pine Key and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Big Pine Key vacation packages?
Secure your perfect escape to Big Pine Key with help from Expedia’s Book Now, Pay Later vacations. There’s no need to save up or hold off until your next paycheck — we’ve teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it’s easy to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.