How much does a Big Pine Key vacation package cost?

You can grab a vacation package to this destination from $615 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?

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. 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. 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. 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. 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. 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.

Experience Big Pine Key Vacation Book from $615

Name: Sunshine Key RV Resort & Marina
Price range: $411 total
Rating: 8.8

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.

Casablanca Miami Beach

North Beach

$615

per person

Mar 29 - Apr 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

5.8/10 (311 reviews)

I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly

Reviewed on Nov 12, 2025

Creekside Inn

$769

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Excelente personal muy amable

Reviewed on Jan 16, 2026

Bay Breeze Premium Apartments By Eskape Collection

$636

per person

Mar 29 - Apr 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (189 reviews)

Lovely Modern Apartment Building with the perfect start

Reviewed on Jan 14, 2026

Miami Downtown Condos

Downtown Miami

$959

per person

Mar 25 - Mar 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (72 reviews)

The room wasn’t cleaned when we arrived about 30 minutes after the check in time. It took about 2 hours to finally have the room cleaned and ready. I wished a smooth check in process and parking information before arriving.

Reviewed on Jan 8, 2026

Ilios Rentals

Downtown Miami

$3,682

per person

Mar 25 - Mar 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

No reviews

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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

Big Pine Key Hotel Deals

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

$241 nightly

$271 total

Jan 29 - Jan 30

Total with taxes and fees

8.4/10 Very Good! (286 reviews)

Clean room and it is a boat house. I love it

Reviewed on Jan 5, 2026

Sunshine Key RV Resort & Marina

38801 Overseas Highway Big Pine Key FL

Fully refundableReserve now, pay when you stay

$365 nightly

$411 total

Jan 28 - Jan 29

Total with taxes and fees

8.8/10 Excellent! (160 reviews)

Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful!

Reviewed on Dec 18, 2025

Barnacle Resort

1557 Long Beach Dr Big Pine Key FL

$281 nightly

$316 total

Jan 22 - Jan 23

Total with taxes and fees

8/10 Very Good! (42 reviews)

I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on ...

Reviewed on Dec 19, 2025

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.

Things to do in and around Big Pine Key

Big Pine Key is ideal for outdoor and adventure vacations, offering activities like kayaking, fishing, and exploring scenic campgrounds. Visitors can enjoy recreational areas and shopping centers while soaking in the natural beauty of this Florida getaway. Key highlights include access to kayak launches and prime fishing spots, making it a perfect destination for those seeking both relaxation and excitement.

Shopping

For a unique shopping experience, visit the Big Pine Key Flea Market, where you can find local crafts and souvenirs. If you're up for a drive, The Kite House and We Cycle Key West, both 29 miles away, offer a variety of gifts and specialty items.

Recreation

Experience luxury at the Florida Keys Country Club, just 17 miles from Big Pine Key, where you can unwind amidst pristine greens. Enjoy outdoor sports and breathtaking views at Key West Golf Club, located 25 miles away. For a cultural twist, catch a show at the Key West Burlesque Theater, 29 miles away.

Adventure

Explore Pigeon Key, a thrilling water sports destination located 13 miles from Big Pine Key, where you can enjoy activities like kayaking and paddleboarding amidst beautiful surroundings. For more adventure, head to Keys Cable Park, 27 miles away, and experience wakeboarding and cable activities in an exhilarating setting.

Nightlife

Big Pine Key's nightlife is laid-back yet inviting, featuring local bars like the No Name Pub, known for its vibrant atmosphere and tasty seafood. For a unique experience, enjoy drinks at the nearby waterfront venues, where live music and stunning sunsets create a perfect evening vibe.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Big Pine Key

Big Pine Key is a perfect destination for outdoor and adventure lovers, offering stunning beaches and beautiful parks. Explore the natural beauty of the Florida Keys by visiting local attractions like Pigeon Key and the pristine beaches of Big Pine Key. Whether you're seeking relaxation by the ocean or thrilling outdoor activities, there’s something for everyone to enjoy in this tropical paradise.

Calusa Beach: Enjoy the serene vibes of Calusa Beach, a hidden gem on Big Pine Key. With soft sands and gentle waves, it’s perfect for sunbathing, swimming, or simply relaxing under the sun while soaking in the beautiful surroundings.
Key West Visitors Center: Dive into adventure at the Key West Visitors Center, where you can gather information for your family-friendly explorations. The center offers insights into local attractions, outdoor activities, and unique experiences to enhance your visit.
National Key Deer Refuge Visitor Center: Embrace the outdoors at the National Key Deer Refuge Visitor Center. This center is dedicated to protecting the endangered Key deer and provides opportunities for family-friendly adventures, including hiking trails and wildlife observation.

Tips to save on your trip to Big Pine Key

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Big Pine Key during the low season (August to October) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Language

English

Currency

U.S dollars

Closest Airport

Key West Intl. Airport (EYW)

Population

4,300

Max Temp Winter

75ºF

Max Temp Summer

85ºF