A coastal scene with a pier extending into turquoise waters, a beachfront building, and sailboats in the distance.

Whispering Pines Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Whispering Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Feb 1 - Feb 5

    Henrosa Hotel + Flight

    South Beach
    4 nights
    3.5 star property
    8.4/10 - Very good (963 reviews)
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • Nonstop MIA - YOW • Nonstop
    Save 100% on your flight
    CA $1,729
    CA $988
    per traveller
    found 1 day ago
    Henrosa Hotel
  • Jan 24 - Jan 29

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $31,505
    CA $14,783
    per traveller
    found 16 hours ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 24 - Jan 29

    Miami Vacation Rentals - Downtown + Flight

    Downtown Miami
    5 nights
    5.0 star property
    9.0/10 - Wonderful (125 reviews)
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $2,176
    CA $1,240
    per traveller
    found 16 hours ago
    Miami Vacation Rentals - Downtown
  • Jan 24 - Jan 29

    EAST Miami Residences + Flight

    Brickell
    5 nights
    5.0 star property
    9.2/10 - Wonderful (170 reviews)
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $3,859
    CA $2,212
    per traveller
    found 16 hours ago
    EAST Miami Residences
  • Dec 29 - Jan 3

    The Marlin Hotel + Flight

    South Beach
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,008 reviews)
    "The room was great but did not have a valet as mentioned on website which made parking very complicated."
    Reviewed November 8, 2026
    Roundtrip • Montreal (YMQ) - Miami (MIA)
    YHU - MIA • 1 stop MIA - YUL • 1 stop
    CA $3,688
    CA $2,142
    per traveller
    found 1 day ago
    The Marlin Hotel

Where to stay in Whispering Pines

Find the best Whispering Pines areas and neighborhoods for the activities you enjoy most.

Long Beach Estates

While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.

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 Cook Island.

Punta Brisa

Punta Brisa might not have many top sights, but Cook Island and Big Pine Key Flea Market are two attractions nearby that you can check out.

Eden Pines

While there might not be top attractions in Eden Pines, you can explore the larger area and discover places like Big Pine Key Flea Market and Cook Island.

Pine Channel Estates

While there might not be top attractions in Pine Channel Estates, you can explore the larger area and discover places like Big Pine Key Flea Market and Cook Island.

Whispering Pines Hotel Deals

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 Whispering Pines vacation package cost?

The cheapest Whispering Pines vacation package is CA $988, so your dream trip can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to tailor make a package that's perfect for you.

How do I get a cheap travel package to Whispering Pines?

Search for flights that fit in with your schedule, add a hotel room to your booking and watch how much you save with a Whispering Pines vacation package. It's as simple as that! From flights and hotels to rental cars and activities, Expedia is where your cheap vacation begins. And with over 550 partner airlines and 1,000,000 hotel options worldwide to select from, you won't be short of choice.

Where should I stay in Whispering Pines?

You'll want to stay where the action is. Many travelers book hotels around popular sights, such as National Key Deer Refuge Visitor Center, Big Pine Key Flea Market and Blue Hole.

How far in advance should I book my Whispering Pines vacation?

Travelers are normally able to look up international flights on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheaper ticket only weeks before your journey.

What does an Expedia Whispering Pines travel package include?

Expedia has all you need to lock in Whispering Pines escape, but how your package is structured is your call. Choose from a combination of hotels, flights and rental cars. After some activities to keep you entertained? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package deal to match your needs.

What should I know before booking a Whispering Pines travel package?

Whether it's adventure or relaxation you're craving, a Whispering Pines vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save!

Can I choose my airline with a Whispering Pines Expedia vacation package?

With a vacation package, you're the one in charge. Whether you're looking to fly to Whispering Pines in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.

If I'm not able to travel, can I cancel my Whispering Pines vacation package?

Whether it's your flight or hotel, you can cancel or change it. Locked in your Whispering Pines vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We'll help you every step of the way.

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