Big Pine Key Trip

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The Latest Big Pine Key Vacation Packages

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
3 Feb - 6 Feb
found 23 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (710 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 20 Dec 2024

Avalon Hotel

Avalon Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
3 Feb - 6 Feb
found 23 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (1,005 reviews)
Excellent historical hotel on the beach. Transported back to the 50’s. Awesome location great staff. Dated interior hard to bring into the 2020’s. Not sure I would want to.

Reviewed on 21 Dec 2024

Trump International Beach Resort

Trump International Beach Resort

4.5 out of 5
Save 100% on your flight
per person
3 Feb - 6 Feb
found 23 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (3,443 reviews)
I loved the amenities. Just wish they had coffee and tea throughout the day like some other hotels

Reviewed on 19 Dec 2024

Boulan South Beach

Boulan South Beach

4.5 out of 5
South Beach
Save 100% on your flight
per person
3 Feb - 6 Feb
found 23 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,029 reviews)
Big and clean rooms, friendly staff and great area, close to the beach

Reviewed on 14 Dec 2024

The Local House

The Local House

3.5 out of 5
South Beach
Save 100% on your flight
per person
3 Feb - 6 Feb
found 23 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (1,000 reviews)
High standards of cleanliness and warm welcome always

Reviewed on 24 Nov 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 may 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

Find the Best Big Pine Key Vacation Packages

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 ₹10,968 per night from 23 Dec to 24 Dec
₹10,968
₹20,841 total
includes taxes & fees
23 Dec - 24 Dec
8.4/10 Very Good! (169 reviews)
"Nice area"

Reviewed on 21 Dec 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! (141 reviews)
"Nice place to relax"

Reviewed on 6 Nov 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 ₹48,121 per night from 1 Jan to 2 Jan
₹48,121
₹56,262 total
includes taxes & fees
1 Jan - 2 Jan 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 23 May 2024

Barnacle Bed and Breakfast
See all 2,520 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.

Frequently asked questions

How much does a Big Pine Key holiday package cost?
You can grab a holiday package to this destination from ₹30,806 on Expedia. But how much your holiday 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 holiday package, consider travelling in August, September and October. You’ll typically find lower rates on flights and accommodation 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 holiday, we recommend staying for 3 days. Divide your time between visiting Loggerhead Beach, Sandspur Beach and other top attractions, in addition to experiencing neighbourhoods like Punta Brisa and Long Beach Estates. If you’ve got some time to spare, include a day trip in your Big Pine Key holiday itinerary.
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 personalise your search by “Property class,” “Number of bedrooms,” “Traveller 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 holiday as a package?
Expedia holiday 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 holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday 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 holiday. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodation: After you’ve settled on your dates and duration, book the right Big Pine Key holiday package for you.

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

Big Pine Key Flea Market

You can enjoy retail therapy 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

Veterans Memorial Park & Beach

During your trip to Big Pine Key, enjoy the surf and sand at Veterans Memorial Park & Beach along with the fishing. Stroll along the marina or discover the sunrises in this relaxing area.

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