Whispering Pines Vacations from $522

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Whispering Pines Vacation

When a getaway to the city is calling your name, answer it with a Whispering Pines vacation package. With all your travel arrangements organized before you go, all you need to do here is focus on having a ball. Fill your schedule with tours of Okeechobee County Sports Complex, Flagler Park and Taylor Creek Stormwater Treatment Area, some of the attractions you shouldn't miss during your trip to Whispering Pines. Stop dreaming and start traveling. Browse the range of options on Expedia today and put your Whispering Pines vacation plans into action!

The Latest Whispering Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
Roland Martin Marina and Resort

Roland Martin Marina and Resort

3 out of 5
Save 100% on your flight
Price was $729, price is now $522 per person
$522
per person
Aug 26 - Aug 31
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Donald J. Trump Intl. Airport (PBI)
9.4/10 Exceptional! (84 reviews)

voco Sandpiper All-Inclusive Resort by IHG

voco Sandpiper All-Inclusive Resort by IHG

3.5 out of 5
Sandpiper Bay
Save 100% on your flight
Price was $1,412, price is now $953 per person
$953
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Donald J. Trump Intl. Airport (PBI)
8.8/10 Excellent! (335 reviews)

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

4 out of 5
Save 100% on your flight
Price was $809, price is now $553 per person
$553
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Donald J. Trump Intl. Airport (PBI)
8.4/10 Very Good! (612 reviews)
I like the environment and location but I wish you had a separate pool for the kids

Reviewed on Jul 22, 2026

Turtle Reef Club

Turtle Reef Club

3 out of 5
Hutchinson Island South
Price was $956, price is now $690 per person
$690
per person
Oct 4 - Oct 9
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Donald J. Trump Intl. Airport (PBI)
8.8/10 Excellent! (253 reviews)
Great value. Comfortable, clean and peaceful. Great for family trips

Reviewed on Jul 22, 2026

Sebastian Saltwater Lodge

Sebastian Saltwater Lodge

2 out of 5
Price was $888, price is now $661 per person
$661
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Donald J. Trump Intl. Airport (PBI)
9.8/10 Exceptional! (99 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Whispering Pines
View all trips

Whispering Pines Hotel Deals

Flamingo Motel

Flamingo Motel

2.5 out of 5
4101 Highway 441 South Okeechobee FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $88 total per night from Jul 24 to Jul 25
$88 total
Jul 24 - Jul 25
Total with taxes and fees
7.6/10 Good! (438 reviews)
"Very friendly front office staff, good rates, decent place"

Reviewed on Jul 4, 2026

Flamingo Motel
Hampton Inn Okeechobee - Lake Okeechobee

Hampton Inn Okeechobee - Lake Okeechobee

2.5 out of 5
1200 State Road 70 East Okeechobee FL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $116 total per night from Aug 2 to Aug 3
$116 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (781 reviews)
"Very little to no maintenance being done on property. They let the locals use the pool. Pool was not cleaned for the 5 days we were there. Doorways were littered with cigarettes. Dead palm froms were laying all over property. Had to ask the front desk for TP. Smell of dog walking down the hallway. ..."

Reviewed on Jul 16, 2026

Hampton Inn Okeechobee - Lake Okeechobee
Lakeshore Resort and Marina

Lakeshore Resort and Marina

2.5 out of 5
2200 Us Highway 441 Se Okeechobee FL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Aug 2 to Aug 3
$97 total
Aug 2 - Aug 3
Total with taxes and fees
Lakeshore Resort and Marina
See all 129 properties in Whispering Pines
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 Whispering Pines Vacation Packages

Whispering Pines Essential Information

Language
English
Currency
U.S dollars
Top Sights
Okeechobee Historical Society Museum, Okeechobee Battlefield Historic State Park and Okee-Tantie Marina

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Whispering Pines vacation package cost?
You can grab a vacation package to this popular destination from $522 on Expedia. But how much your vacation to Whispering Pines costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Whispering Pines?
September, October and December are great times to look for cheap Whispering Pines vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Whispering Pines?
With a well-organized itinerary, you can easily visit the main Whispering Pines attractions in a handful of days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Whispering Pines vacation for longer.
How to find the best Whispering Pines package deals?
Use Expedia's filter tool to find some of the best Whispering Pines package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Whispering Pines package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Whispering Pines vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customize your Whispering Pines escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Whispering Pines?
Score incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Whispering Pines adventure.
Does Expedia offer Book Now, Pay Later Whispering Pines vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Whispering Pines trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.