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.
Creekside Inn
Price was CA $1,716, price is now CA $989 per person
CA $989
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
7.8/10 Good! (1,027 reviews)
Hotel is 2 separate buildings, one down the street which we were in but not notified about prior. This building appears to be under renovation without a pool or water view. All rooms are along busy, loud A1A. AC barely work and water pressure is minimal.
Reviewed on Mar 25, 2026
Casablanca Miami Beach
North Beach
Price was CA $10,482, price is now CA $4,328 per person
CA $4,328
per person
May 5 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (321 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Cavalier Hotel South Beach
South Beach
Price was CA $3,026, price is now CA $1,612 per person
CA $1,612
per person
May 4 - May 11
found 6 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Everything was perfect . I would stay there again
Reviewed on Mar 16, 2026
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
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.
Big Pine Key Hotel Deals
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
The price is CA $211 per night from Apr 9 to Apr 10
CA $211
CA $432 total
Apr 9 - Apr 10
includes taxes & fees
8.6/10 Excellent! (314 reviews)
Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk.
Reviewed on Mar 25, 2026
Sunshine Key RV Resort & Marina
38801 Overseas Highway Big Pine Key FL
8.8/10 Excellent! (163 reviews)
This place was wonderful. Better than expected. I would recommend it to anyone. The property was wonderful and had everything and more. The tiny home we stayed in was spectacular and had so much space. The view was amazing and the everything inside the tiny home was too notch. I definitely will be ...
Reviewed on Mar 23, 2026
Charming 3-bedroom house in
Big Pine Key near Beach and Key West
Big Pine Key FL
The price is CA $453 per night from Apr 22 to Apr 23
CA $453
CA $1,026 total
Apr 22 - Apr 23
includes taxes & fees
8.4/10 Very Good! (7 reviews)
Spacious beautiful place! So much room and very comfortable to stay in. It was a group of 6 of us and we all got our own bed and two bathrooms. Host was kind and answered timely when inquired about anything. Also lots of space to park multiple cars. Deer and roosters around the area, that was cool! ...
Reviewed on Mar 2, 2026
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.
Discover the most popular places to visit in Big Pine Key
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.
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.
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.
What to do in Big Pine Key
Florida Keys Nature & History Tour from Key West
CA $150
per adult
88% of travellers recommend
Marathon: COMBO- Snorkel & Sandbar (Sombrero Reef)
CA $211
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
CA $232
per adult
Explore a world of travel with Expedia
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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.
