Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Price was CA $1,333, price is now CA $957 per person
CA $957
per person
Jul 14 - Jul 19
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,637 reviews)
The room we stayed in needed updating The bathroom light flickered the whole time we were there I asked for a new light and we never got one. The bathroom door the hinges were so rusted that the door did not shut all the way and you had to slam it shut and then pull it to open it. The blow dryer that was provided fell apart on me the first day I used it and it was totally rusted. I asked for a new blow dryer and I never got that. The other thing you need to remember is the rooms are right above or right by the tiki bar they have music every night which is very loud so you’re awake all night until the music ends and the bar doesn’t close until two so again, you have all the noise from the people. I will probably never stay at the lighthouse again.

Reviewed on May 9, 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 $1,931, price is now CA $1,223 per person
CA $1,223
per person
Jul 19 - Jul 23
found 9 hours ago
Roundtrip flight included
Hamilton (YHM) to Fort Myers (RSW)
9/10 Wonderful! (1,005 reviews)
Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South

Reviewed on May 9, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $2,569, price is now CA $1,731 per person
CA $1,731
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (846 reviews)
It is not on the beach but a 30 minute drive to get there by golf cart. There is no restaurant for dinner. The lunch cafe closes at 7:30p.m so after that there is nothing! Or you could drive somewhere to eat! The Lazy River closes at 6:30p.m. It is light until 8:30p.m? The resort itself is very beautiful and the landscape is gorgeous.

Reviewed on May 10, 2026

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
Price was CA $1,723, price is now CA $1,232 per person
CA $1,232
per person
Jul 12 - Jul 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,332 reviews)
Shower had some mold. Smallish, older room. Good breakfast. Plenty of pools and good beach access. Fun place for families but not much nearby.

Reviewed on May 9, 2026

Lovers Key Resort

Lovers Key Resort

3 out of 5
Price was CA $1,409, price is now CA $1,007 per person
CA $1,007
per person
Jul 15 - Jul 22
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,048 reviews)
Our sixth trip back to the property. We love sitting on the balcony facing the bay watching for dolphins and watching the passing boats. Views are beautiful. Pool is beautiful.

Reviewed on Apr 24, 2026

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Keewaydin Island Hotel Deals

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from May 25 to May 26
CA $313
CA $423 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,780 reviews)
We really enjoyed our stay the only thing to criticize (and there’s nothing anyone could do about it), is there are drainage grates throughout the pool deck and every so often you could smell sewage. It was very unpleasant. Our room was comfy and clean and all the food we had here was really good. ...

Reviewed on May 10, 2026

Hilton Marco Island Beach Resort and Spa
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from May 25 to May 26
CA $327
CA $363 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (782 reviews)
Es muy buena opción para niños. En general todo muy limpio.

Reviewed on May 11, 2026

Great Wolf Lodge Naples
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from May 25 to May 26
CA $108
CA $120 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (1,952 reviews)
Everything great. 👍

Reviewed on May 9, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
See all 10,511 properties in Keewaydin Island
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.
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Discover the most popular places to visit in Keewaydin Island

Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

4.5/5(102 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Fifth Avenue South

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

4.5/5(26 reviews)

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach

What to do in Keewaydin Island

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $74
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Flamingo Marina: Backcountry Boat Tour of the Everglades

Flamingo Marina: Backcountry Boat Tour of the Everglades

CA $66
per adult
Flamingo Marina: Backcountry Boat Tour of the Everglades
Everglades National Park: Pontoon Boat Tour & Boardwalk

Everglades National Park: Pontoon Boat Tour & Boardwalk

CA $83
per adult
Everglades National Park: Pontoon Boat Tour & Boardwalk
See all activities in Keewaydin Island

Frequently asked questions

Can I cancel my flight booking to Keewaydin Island due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already purchased your flight to Keewaydin Island, head to our Customer Service Portal. The information here will help you work out which COVID-19 policies apply to your booking and advise the next steps.
What's the best way to find cheap flights to Keewaydin Island that have flexible change policies?
By using our smart "No change fee" filter, that's how. All you have to do is enter your travel dates, click "Search," then select the box directly below the "Flexible change policies" heading (it's on the left). Expedia makes it a snap to find flexible, low-priced airfares to Keewaydin Island.
What are some of the general tips for travelers to Keewaydin Island during the COVID-19 outbreak?
In the face of the COVID-19 pandemic, traveling today comes with more challenges. Read through these worthwhile tips before hopping on your flight to Keewaydin Island:
  • Look into the rules and restrictions in both your destination and origin. It may not be possible to travel depending on local circumstances, so don't forget to check before you book your flight.
  • When you pass through airport screening, keep your face mask on. You will be required to briefly lower it to verify your identity. Anyone refusing to wear a mask may be fined and denied entry.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA employee. Instead, position your pass on the scanner and then hold it up for inspection.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag for X-ray scanning.
  • To reduce handling during the screening process, place items such as your phone, wallet and keys into your carry-on instead of the bins.
  • Transport all food items in a clear plastic bag and also put them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Keewaydin Island?
Delta is a top air carrier servicing Keewaydin Island. Book an airfare to Southwest Florida Intl. Airport (RSW) and you'll have 460 Delta flights every month to pick from.
How can I find cheap tickets to Keewaydin Island?
In the last seven days, was the best price for a flight to Keewaydin Island. For an even better fare, book well ahead of time and be flexible with your dates. Search for your trip to Keewaydin Island, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Keewaydin Island?
The price of a round-trip journey to Keewaydin Island in the last seven days varied between and . If you were heading one way from (), you could have picked up a bargain from just .
What are the most popular airports to fly into in Keewaydin Island?
Get ready to pack your bags and fly into Southwest Florida Intl. Airport (RSW), Keewaydin Island's main flight hub. Book one of the 3044 flights that land here each month.
When is the cheapest time to fly to Keewaydin Island?
Jet off early on in the week to score a bargain fare to Keewaydin Island. Tuesday is usually the most affordable day to fly, with Monday right behind it. Saturday typically has the most expensive ticket prices. This is because a lot of people prefer to start their trip on a weekend.
How much is a plane ticket to Keewaydin Island?
In the last seven days, tickets to Keewaydin Island varied between and . Prices depend on a number of things, particularly the departure time, cabin class, airline and when you make your booking.
Which airlines with flights to Keewaydin Island employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines are back in business with new measures including social distancing and an increased supply of sanitizer and face masks. Here's what some carriers are doing to help minimize the spread of COVID-19:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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