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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,156, price is now CA $756 per person
CA $756
per person
Jun 27 - Jul 1
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Had a wonderful time at Perry! Be sure to take advantage of the boat ride to a private beach. Very special.

Reviewed on Apr 10, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $3,866, price is now CA $2,149 per person
CA $2,149
per person
May 13 - May 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Excellent , more than what I expected

Reviewed on Apr 5, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $2,333, price is now CA $1,555 per person
CA $1,555
per person
May 30 - Jun 6
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Small selection of food options on site. Bar was understaffed. Pool and lazy river were wonderful.

Reviewed on Apr 9, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,886, price is now CA $1,275 per person
CA $1,275
per person
May 30 - Jun 6
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
Bar was priced way to high as were most bars on fort myer beach.

Reviewed on Apr 10, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $1,497, price is now CA $1,035 per person
CA $1,035
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,702 reviews)
This was even better than what we expected! Everyone is SO friendly, welcoming, and helpful. Annie from the front desk warmly welcomed us. The room was AMAZING. It was so close to everything! LOVED it!

Reviewed on Apr 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
Aerial view of the road bridge between Captiva Island and Sanibel Island in Lee County, Florida, United States

Iona

While visiting Iona, you might make a stop by sights like Estero Bay Preserve State Park and Tribby Arts Center.

Find hotels in Iona

Three Oaks Hotel Deals

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundable
The price is CA $134 per night from May 11 to May 12
CA $134
CA $150 total
May 11 - May 12
includes taxes & fees
9.2/10 Wonderful! (1,383 reviews)
Bkfast was fine and parking lot was safe

Reviewed on Apr 10, 2026

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is CA $339 per night from May 11 to May 12
CA $339
CA $447 total
May 11 - May 12
includes taxes & fees
9/10 Wonderful! (2,001 reviews)
Yes

Reviewed on Apr 9, 2026

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is CA $335 per night from May 5 to May 6
CA $335
CA $408 total
May 5 - May 6
includes taxes & fees
9.2/10 Wonderful! (1,769 reviews)
Great place to vacation! The beach was so close we could just stroll to it everyday. The staff was very amenable and prompt. The property is slightly old but rooms were clean and quiet. We got our best sleep in a long time! Thanks folks!

Reviewed on Apr 10, 2026

Sanibel Island Beach Resort
See all 17,612 properties in Three Oaks
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Three Oaks vacation package cost?
Live it up in Three Oaks from as little as CA $756. 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.

Discover the most popular places to visit in Three Oaks

Edison Mall

Edison Mall

4.5/5(4 reviews)

You can enjoy retail therapy at Edison Mall during your visit to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.

Edison Mall
Edison and Ford Winter Estates

Edison and Ford Winter Estates

4.5/5(23 reviews)

Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.

Edison and Ford Winter Estates
Barbara B Mann Hall

Barbara B Mann Hall

You can get tickets for a performance at Barbara B Mann Hall on your trip to Fort Myers. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.

Barbara B Mann Hall

Things to do

Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $87
per adult
Dolphin Wildlife Cruise Fort Myers Beach
Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

CA $137
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $84
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.