Florida Vacations from $686
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Florida Vacation
Our Florida vacation packages offer endless opportunities to enjoy new sights, sounds and flavors. And with all of the travel arrangements worked out, you can breathe easy and enjoy your city break without a care in the world. Fill your free time with visits to LEGOLAND® New York, Warwick Valley Winery and Distillery and The Rock Sports Complex, some of the top attractions you should see during your trip to Florida. Your perfect Florida vacation is a couple of clicks away. Search flights, hotels and more on Expedia for a trip that's tailored just for you.
The Latest Florida vacation packages
Price found within the past 48 hours. Click for updated prices.
Florida Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$79 nightly
$97 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Reviewed on Sep 30, 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
$108 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd Suffern NY
Fully refundable
$122 nightly
$142 total
Oct 6 - Oct 7
Total with taxes and fees
9/10 Wonderful! (1,048 reviews)
"Comfortable hotel with breakfast that starts at 6:30am even on weekends."
Reviewed on Oct 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.
Find the Best Florida Vacation Packages
Florida Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 2,900 |
Top Sights | Brotherhood Winery, Warwick Valley Winery and Distillery and Mount Peter Ski Area |
More vacations you might like
Frequently asked questions
How much does a Florida vacation package cost?
You can pick up a vacation package to this popular destination from $686 on Expedia. However, how much your vacation to Florida costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Florida?
November, December and January are great times to search for cheap Florida vacation packages. Traveling in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Florida?
With a well-organized itinerary, you can easily visit the top Florida sights in a few days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Florida vacation for longer.
How to find the best Florida package deals?
Use Expedia's filters to help you find some of the best Florida package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Florida package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Florida vacation as a package?
You can enjoy significant savings on your next Florida retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Florida?
If you've got your Florida travel dates finalized, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Florida vacation packages?
Jet off on your dream getaway to Florida with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals while they last.
Explore a world of travel with Expedia
- Bedandbreakfast in Sugar Loaf
- Scottish Inn Hotels in Goshen
- Hotels in Florida
- 5 Star Hotels in Goshen
- Hotels in Warwick
- Family Friendly in Warwick
- Hotels in Middletown
- Aparthotels in Goshen
- Motels in Middletown
- Pet Friendly in Goshen
- 4 Star Hotels in Warwick
- Hotels in Goshen
- Best Western Hotels in Goshen
- Cabins in Goshen
- Hotels in Chester
- Hotels in Sugar Loaf
- Cottages in Warwick
- Delta Air Lines Atlanta (ATL) to Newburgh (SWF) flights
- Flights to Sugar Loaf
- Flights from Tampa (TPA) to Newburgh (SWF)
- Flights to Warwick
- Flights to Greenwood Lake
- Flights from Chicago (ORD) to Newburgh (SWF)
- Flights to Middletown
- Flights to Goshen
- Flights to New Hampton
- JetBlue Airways Orlando (MCO) to Newburgh (SWF) flights
- Port Jervis Vacations
- Goshen Vacations
- Visit New Hampton
- New York All Inclusive Vacation Packages
- Hudson Valley All Inclusive Vacation Packages
- New York All Inclusive Vacation Packages
- Visit Kiryas Joel
- Hudson Valley All Inclusive Vacation Packages
- Hudson Valley All Inclusive Vacation Packages
- Hudson Valley All Inclusive Vacation Packages
- Hudson Valley All Inclusive Vacation Packages
- Visit Port Jervis
- Middletown Vacations
- Visit Pine Bush
- Sterling Forest State Park
- Where to stay in New Windsor
- Visit Warwick
- Beacon Vacations
- Where to stay in Middletown
- Where to stay in Goshen
- Visit Monroe
- Bear Mountain State Park
- Where to stay in Poughkeepsie
- Where to stay in Hudson River Valley
- New York All Inclusive Vacation Packages
- Warwick Vacations
- Woodbury Common Premium
- Visit Central Valley
- Hudson Valley All Inclusive Vacation Packages
- Visit Goshen
- Visit Middletown
- Where to stay in Port Jervis
- Where to stay in Cornwall
- New York Vacations
- Where to stay in New Paltz
- Manhattan Vacations
- Where to stay in Newburgh
- Pine Island Vacations
- Visit Greenwood Lake
- Where to stay in Beacon
- Hudson Valley All Inclusive Vacation Packages
- Newburgh Vacations
- Bear Mountain Vacations
- Old Glory Mall Shopping Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
