Flamingo Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flamingo Bay vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 15

    Tween Waters Island Resort & Spa + Flight

    Captiva
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,003 reviews)
    "Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • 1 stop RSW - YOW • 1 stop
    CA $1,659
    CA $1,218
    per traveller
    found 16 hours ago
    Tween Waters Island Resort & Spa
  • Jan 31 - Feb 6

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Overall, worth the stay. The place could use some updates."
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $6,804
    CA $4,402
    per traveller
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Jan 15 - Jan 18

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (1,256 reviews)
    Roundtrip • Toronto (YTO) - Fort Myers (RSW)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,148
    CA $1,499
    per traveller
    found 14 hours ago
    The Perry Hotel Naples
  • Jan 10 - Jan 14

    Windward Passage Resort + Flight

    Fort Myers Beach
    4 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • Nonstop RSW - YOW • 1 stop
    CA $2,072
    CA $1,526
    per traveller
    found 15 hours ago
    Windward Passage Resort
  • Jan 31 - Feb 6

    Bellasera Resort + Flight

    Old Naples
    6 nights
    4.0 star property
    9.6/10 - Exceptional (2,345 reviews)
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $5,042
    CA $3,718
    per traveller
    found 1 day ago
    Bellasera Resort

Flamingo Bay 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 Flamingo Bay vacation package cost?

You'll find cheap prices from CA $1,218 on Expedia for your Flamingo Bay break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Flamingo Bay costs.

What are the cheapest months to go to Flamingo Bay?

The off-season is the best time to visit Flamingo Bay if you're trying to save. Another tip for finding cheap Flamingo Bay vacation packages? Try to avoid public holidays and any major festivals.

How many days is enough for Flamingo Bay?

Generally, a handful of days is enough to go to the major attractions during your Flamingo Bay vacation. But if you'd like to have time to relax or go on day trips, think about extending your trip.

How to find the best Flamingo Bay package deals?

Landing a cheap Flamingo Bay package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Flamingo Bay package deals. Want a simple trick to score the biggest 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 Flamingo Bay vacation as a package?

You can enjoy significant savings on your next Flamingo Bay break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Flamingo Bay?

If you've got your Flamingo Bay vacation dates locked in, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to Flamingo Bay?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Flamingo Bay.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and activities. Your hotel will likely be the biggest expense during your trip to Flamingo Bay.
  3. Work out your trip length: Consider how much time you want to spend exploring Flamingo Bay. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Flamingo Bay vacation package.

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