Big Pine Key Vacation Packages

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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.

Top Big Pine Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Villas of Deerfield

Ocean Villas of Deerfield

2.5 out of 5
Save 100% on your flight
per person
Jan. 29 - Feb. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (1,002 reviews)
I absolutely love Deerfield Beach. This place is only one block off the beach. It is very clean and more room than I needed. It had a small kitchen and a good size bathroom. I had a hard time with the remote and the sweet lady in the office came and helped me. I’m so happy I didn’t have to deal with the owner because I read the reviews. She also recommended Flanagans for eats and she hit the nail on the head!! Bravo!!

Reviewed on Nov. 22, 2024

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
Jan. 9 - Jan. 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
9/10 Wonderful! (2,684 reviews)
Excellent hotel definitely my favorite in Miami

Reviewed on Nov. 21, 2024

B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Feb. 14 - Feb. 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
7.6/10 Good! (2,233 reviews)
Our beach front room was dated and small but the bed was really comfortable. Front desk staff and the beach area server were really attentive, professional and friendly.

Reviewed on Nov. 23, 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jan. 24 - Jan. 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (1,002 reviews)
Excellent stay. Great pool and beach access. Conveniently located.

Reviewed on Nov. 22, 2024

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Dec. 31 - Jan. 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
8.8/10 Excellent! (1,508 reviews)
The whole experience from start to finish was fantastic! Checking in the front desk was very informative and helpful. The room was absolutely wonderful the bed was comfortable the shower was roomy the balcony views were exceptional! The food and service at the Yellowfin Restaurant was top notch we never had a bad meal or experience with food or staff everyone smiles and makes you feel at home and part of the island community! 11/10 recommend and will be back again.

Reviewed on Nov. 23, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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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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 hotel + flight trips in Long Beach Estates

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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
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Nov. 25 to Nov. 26
CA $180
CA $343 total
includes taxes & fees
Nov 25 - Nov 26
8.2/10 Very Good! (161 reviews)
Rustic but comfy
"Loved this stay!!! May not be for everyone but we loved the rustic feel and being away from the crowds!!! The staff was very friendly and our cabin on the water was comfy and cozy! Would definitely stay again."

Reviewed on Nov. 13, 2024

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
The price is CA $498 per night from Dec. 6 to Dec. 7
CA $498
CA $560 total
includes taxes & fees
Dec 6 - Dec 7
8.6/10 Excellent! (141 reviews)
"Nice place to relax"

Reviewed on Nov. 6, 2024

Sunshine Key RV Resort & Marina
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $357 per night from Dec. 17 to Dec. 18
CA $357
CA $437 total
includes taxes & fees
Dec 17 - Dec 18
8.2/10 Very Good! (16 reviews)
"The location of the property was great and we saw the key deer on property and nearby. The room and bathroom were very nicely decorated and clean. The bed was comfortable. The beach front area had some trash that needed to be picked up and the home could use some landscaping. We did not stay for ..."

Reviewed on May 23, 2024

Barnacle Bed and Breakfast
See all 2,517 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Big Pine Key vacation package cost?
From as little as CA $707. Yes, you read that right. Our Big Pine Key packages are an easy way to stretch your budget. Bundle your preferred hotels, flights and car rentals and get out and see this vibrant destination.
How do I get a cheap travel package to Big Pine Key?
You’ll save big if you bundle your hotels, car rentals and flights into a Big Pine Key vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the globe, so you’ll always have plenty of options to choose from. Like to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
What are the top hotels in Big Pine Key?
Travelers journeying to Big Pine Key often stay in Pine Channel Estates. Sunshine Key Rv Resort And Marina and Old Wooden Bridge Marina are popular hotels in this neighborhood. But it’s not the only happening place in town! Eden Pines is also a fantastic area and where you’ll find Barnacle Bed And Breakfast and Ed And Ellen’s Lodging Big Pine Key.
How far in advance should I book my Big Pine Key vacation?
Reserving your tickets early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Big Pine Key sometimes become available a few weeks before departure.
What does an Expedia Big Pine Key travel package include?
Packages include flights, hotels and rental cars, but you can combine any of them to create your perfect Big Pine Key vacation. You can also add on fun things like tours and activities once you’ve made your booking. You’re in the driver’s seat! When you combine your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Big Pine Key travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, combine your hotels, flights and rental cars and save big. Whatever your vacation plans, you’re sure to find a package that’s right for you.
Can I choose my airline with a Big Pine Key Expedia vacation package?
With a vacation package, you’re in charge. Whether you’re looking to fly to Big Pine Key in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Big Pine Key vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Big Pine Key

Calusa Beach

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

National Key Deer Refuge Visitor Center

4/5(1 review)

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

Big Pine Key Flea Market

You can find the perfect gifts to bring home at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.

Big Pine Key Flea Market

What to do in Big Pine Key

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

CA $167
Per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Photograph endangered Key Deer

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

CA $208
Per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Miami: Party Boat Sandbar Island & Toys Bayside Marketplace

Miami: Party Boat Sandbar Island & Toys

CA $112
Per adult
100% of travellers recommend
Miami: Party Boat Sandbar Island & Toys
See all activities in Big Pine Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.