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.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Feb. 27 - Mar. 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.4/10 Very Good! (715 reviews)
Basic place to stay. It was clean except for some dark spots and a hair found on my sheets. Staff was kind and helpful. I mentioned I was VIP but they didn’t offer me any incentive for that.

Reviewed on Dec. 20, 2024

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Feb. 27 - Mar. 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9/10 Wonderful! (2,843 reviews)
Housekeeping could have been better.

Reviewed on Dec. 23, 2024

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Feb. 27 - Mar. 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
Location was excellent. Servers were very friendly. Front desk seemed hectic, tried calling several times as location was hard to find, there was no answer. Need to ask for vouchers for breakfast, which was very good. Used towels (also front desk) and chair service at 15th st. Room was comfortable. Would stay again.

Reviewed on Dec. 14, 2024

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

4 out of 5
per person
Feb. 11 - Feb. 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (41 reviews)
Had super high hopes but was very disappointed because almost everything was under construction. The staff were amazing 10 /10 but not sure we'd return.

Reviewed on Dec. 24, 2024

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Save 100% on your flight
per person
Feb. 11 - Feb. 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 Very Good! (1,006 reviews)
Great resort, amazing view of the ocean, lot of activities for kids and really awesome restaurants. Food was particularly very good at Anglers and Ale.

Reviewed on Dec. 25, 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
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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 hotel + flight trips in Sands

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 $185 per night from Jan. 7 to Jan. 8
CA $185
CA $352 total
includes taxes & fees
Jan 7 - Jan 8, 2025
8.4/10 Very Good! (159 reviews)
"Loved everything, will return"

Reviewed on Dec. 22, 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! (142 reviews)
"This property was all around Excellent!"

Reviewed on Dec. 23, 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
The price is CA $399 per night from Jan. 7 to Jan. 8
CA $399
CA $484 total
includes taxes & fees
Jan 7 - Jan 8, 2025
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 2,529 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?
You can grab a vacation package to this destination from CA $1,121 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 hoping to book a cheap Big Pine Key vacation package, consider traveling in August, September and October. You’ll typically find lower rates on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Big Pine Key?
To get the most out of a Big Pine Key vacation, we recommend staying for 3 days. Divide your time between visiting Loggerhead Beach, Sandspur Beach and other top attractions, in addition to experiencing neighborhoods like Punta Brisa and Long Beach Estates. 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?
Whether you’re looking to visit major sights such as No Name Key and National Key Deer Refuge Visitor Center on your Big Pine Key vacation, or coming for its excellent fishing, watersports and walking trails, there’s something for everyone here. With so many things to see and do, you’ll quickly learn why so many people think Big Pine Key is a good vacation destination.
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 travel: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to vacation in Big Pine Key.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when working out how much to save for your trip to Big Pine Key. Then, pick a hotel that suits your budget, whether that’s an economical stay or a high-end getaway.
  3. Decide how long to go away for: Now that you’re up to speed on Big Pine Key, you can work out the ideal length of your vacation. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: After you’ve settled on your dates and duration, book the right Big Pine Key vacation package for you.

Discover the most popular places to visit in Big Pine Key

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
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

What to do in Big Pine Key

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

CA $156
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 $215
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 $115
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.