Three Oaks Vacation Packages
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Your Three Oaks Vacation
Choose a Three Oaks vacation package and focus on what matters — enjoying yourself. There's no more planning nightmares, just more time to savor the charms of this interesting city, such as its artistic creativity and rich history. JetBlue Park at Fenway South, Hertz Arena and Florida Gulf Coast University are just some of the attractions worth visiting during your trip to Three Oaks. That dream Three Oaks vacation is a couple of clicks away. Browse airfares, hotels and more on Expedia for an adventure that's tailored to suit your style.
Top Holiday Package Deals in Three Oaks
Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort
Mid Island
CA $824
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (391 reviews)
First time at CY and could not be happier with our stay. First time on the island too. Room was perfect for me and my two daughters. Really liked the vaulted ceilings as I was surprised by this. We stayed on the 2nd floor for the view (we didn’t mind walking the extra steps). We were in room 118 and it was a little walk to the pool, but the grounds are gorgeous as we didn’t mind the walk. Pool was big and water warm! Ocean was equally as warm. Shells for days. Caught some lizards and a crab! Staff was excellent and courteous. Come prepared with bug spray. We used Captiva Cruises for our private fishing, snorkeling, shelling, and dolphin viewing. Caught tons of fish! Grilled snapper and trout for dinner. We will be returning annually!
Reviewed on Aug 10, 2026
Tween Waters Island Resort & Spa
CA $1,705
per person
Nov 1 - Nov 8
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon
Reviewed on Aug 10, 2026
Where to stay in Three Oaks
Find the best Three Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Three Oaks
Iona
While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.
Villas
1 out of top 10 points of interest in this area
The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.
Punta Rassa
1 out of top 10 points of interest in this area
Punta Rassa is a destination visitors seek out for is beaches, abundant dining options, and waterfront views. You might want to check out attractions like Sanibel Harbour or Sanibel Harbour Beach while you're exploring the neighborhood.
South Fort Myers
While visiting South Fort Myers, you might make a stop by sights like Estero Bay Preserve State Park and Castle Golf.
Daniels Corridor
2 out of top 10 points of interest in this area
While visiting Daniels Corridor, you might make a stop by sights like Lee Health Sports Complex and JetBlue Park at Fenway South.
Three Oaks Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $239
CA $336 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (2,413 reviews)
"Very nice"
Reviewed on Aug 11, 2026
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $86
CA $96 total
Sep 7 - Sep 8
includes taxes & fees
6.8/10 (1,149 reviews)
"No muy bien"
Reviewed on Aug 10, 2026
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $170
CA $221 total
Aug 12 - Aug 13
includes taxes & fees
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 Three Oaks vacation package cost?
Live it up in Three Oaks from as little as CA $824. We offer a great selection of flights, rental cars and hotels to suit every budget. You can score even better deals when you add a few activities or tours to your package.
How do I get a cheap travel package to Three Oaks?
If you love amazing deals, combine your bookings into a Three Oaks vacation package. Whether you're chasing hotels, flights, rental cars or day tours, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotels around the world to take your pick of. Fly with who you want, stay where you like and save precious money — now that's the perfect escape!
Where should I stay in Three Oaks?
Make sightseeing easy by staying in a hotel just around the corner from Three Oaks's main attractions. Edison and Ford Winter Estates and Manatee Park are two of the best in the area.
How far in advance should I book my Three Oaks vacation?
It depends on the air carrier, but you can usually look up international fares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers will sometimes find a cheaper flight just weeks prior to departure dates.
What does an Expedia Three Oaks travel package include?
That depends entirely on you. You can select from a range of Three Oaks bundles, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your dream Three Oaks break looks like, you're sure to save!
What should I know before booking a Three Oaks travel package?
Our prices are always low. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.
Can I choose my airline with a Three Oaks Expedia vacation package?
Most definitely. We offer more than 550 partner airlines around the world, so you can tailor your Three Oaks escape according to your budget and style.
If I'm not able to travel, can I cancel my Three Oaks vacation package?
Don't worry if you're rethinking your Three Oaks vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
Things to do
Sunset Cruise Fort Myers Beach
CA $67
per adult
100% of travellers recommend
Marco Island: 10,000 Islands 2-hr Shelling Boat Tour
CA $140
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
CA $90
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.