Big Pine Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
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
Jan. 25 - Jan. 30
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
7.6/10 Good! (2,233 reviews)
Front desk very helpful/ a few items in our room didn’t work(ie phone, some electrical outlets) When booking the room the hotel daily fees should be included in the rate quote. We were notified of them prior to check in date.

Reviewed on Nov. 1, 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jan. 4 - Jan. 10
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.2/10 Wonderful! (1,002 reviews)
Gorgeous hotel and grounds with amazing food options. The staff made everything extremely easy.

Reviewed on Nov. 1, 2024

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Dec. 8 - Dec. 14
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
There is very little in the vicinity of the hotel; however the hotel has a free shuttle to take you anywhere within several miles of the hotel after 6 pm. You are stuck at the hotel or to get your own transportation during the day. The pool was heated. The service was amazing. The staff are friendly. The beach is perfect. The water was a bit rough for our kids but they enjoyed the pool more and the sand.

Reviewed on Oct. 29, 2024

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
per person
Dec. 27 - Jan. 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (36 reviews)
Great experience, we loved the place and perfect when traveling with young children

Reviewed on Sep. 20, 2024

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Jan. 13 - Jan. 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,008 reviews)
Everyone was so friendly and the location was great. And the dolphins are on sote for the dolphin experiences. So great to have breakfast and watch the dolphins.

Reviewed on Oct. 31, 2024

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
Default Image

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

Ready to book your vacation to Big Pine Key?

 

Choose your dates

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. 3 to Nov. 4
CA $180
CA $342 total
includes taxes & fees
Nov 3 - Nov 4
8.4/10 Very Good! (155 reviews)
"A cute apartment and a beautiful place, but charging 100 dollars for cleaning to a person who rented an apartment for only one night is an exaggeration in my opinion. Calculation of cost should be the ratio of their stay to the number of nights."

Reviewed on Oct. 31, 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
8.6/10 Excellent! (140 reviews)
"We rented a camper and it was really nice, the staff was great. We will definitely be back."

Reviewed on Oct. 29, 2024

Get rates
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 $290 per night from Dec. 3 to Dec. 4
CA $290
CA $361 total
includes taxes & fees
Dec 3 - Dec 4
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 2,491 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 $1,011. 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

Image for 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
Image for National Key Deer Refuge Visitor Center

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
Image for Big Pine Key Flea Market

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

Image for Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

CA $166
Per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Image for Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

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

CA $206
Per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Image for Miami: Party Boat Sandbar Island & Toys

Miami: Party Boat Sandbar Island & Toys

CA $110
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.