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

Icon Residences By Sunnyside Hotel and Resorts

Icon Residences By Sunnyside Hotel and Resorts

4 out of 5
Downtown Miami
per person
May 23 - May 28
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
7.8/10 Good! (707 reviews)
Within a mile of Bay Front Park. We didn't have a car during our stay, but there were plenty of amenities close (the apartment offered a full kitchen), and a row of food trucks we could see from our room, coffee shop in lobby of W hotel, Whole Foods a short walking distance among a shopping mall. Apartment was very spacious with full amenities (washer/dryer, dishwasher), walk out balcony. Host was very responsive and we felt safe during our stay.

Reviewed on Apr. 1, 2024

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
Jun. 30 - Jul. 7
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
8/10 Very Good! (1 review)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jun. 26 - Jun. 30
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (1,012 reviews)
The rooms are spacious. The property is gorgeous. Just all around great experience.

Reviewed on Apr. 17, 2024

Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
Save 100% on your flight
per person
May 25 - Jun. 1
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
9.6/10 Exceptional! (8 reviews)
Beautiful views from the pool area. Well kept grounds, and updated beautiful units. The only downside we experienced is a lack of elevators for the size of the tower. The waits for elevators often exceeded 20 minutes especially trying to go down in the late morning (around checkout time).

Reviewed on Feb. 20, 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
Jun. 21 - Jun. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
8.4/10 Very Good! (1,012 reviews)
Staff were attentive and friendly. My room was spacious, clean and welcoming. Beach staff, restaurant staff & bartenders went above & beyond to make my stay enjoyable! Would definitely visit again

Reviewed on Apr. 17, 2024

Prices and availability subject to change. Additional terms may apply.

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

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
The price is CA $233 per night from Apr. 25 to Apr. 26
CA $233
CA $400 total
includes taxes & fees
Apr 25 - Apr 26
8.4/10 Very Good! (112 reviews)
"Staff was friendly and accommodating. Will definitely book again next vacation."

Reviewed on Apr. 16, 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! (123 reviews)
"If you like fishing, boating, and swimming, this is the place for you. The property is very safe and quiet. The staff was very friendly and accommodating. Would highly recommend staying here when staying in the Florida Keys."

Reviewed on Apr. 11, 2024

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Sunshine Key RV Resort & Marina
Barnacle Bed and Breakfast
Barnacle Bed and Breakfast
2 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $347 per night from Apr. 24 to Apr. 25
CA $347
CA $391 total
includes taxes & fees
Apr 24 - Apr 25
8/10 Very Good! (13 reviews)
"Beautiful property and excellent host. Loved it!"

Reviewed on Dec. 29, 2023

Barnacle Bed and Breakfast
See all 2,424 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.

Explore other types of vacation packages

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 $1,554. 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 Bahia Honda State Park

Bahia Honda State Park

Explore the great outdoors at Bahia Honda State Park, a lovely green space in Big Pine Key. While you're in the area, wander around the natural setting.

Bahia Honda State Park
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

What to do in Big Pine Key

Image for 3 Hour Private Snorkeling in Marathon Florida

3 Hour Private Snorkeling in Marathon Florida

CA $811
Per adult
3 Hour Private Snorkeling in Marathon Florida
See all activities in Big Pine Key

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.