Sanibel Captiva Island Vacation Packages

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Photo by Sanibel Captiva Chamber of Commerce/Milissa Sprecher Photography

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Sanibel Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,529, price is now CA $1,102 per person
CA $1,102
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop 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

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 $3,190, price is now CA $1,822 per person
CA $1,822
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Great resort. Beautiful beach. Great restaurant. Close to 5th Ave South

Reviewed on May 9, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,006, price is now CA $1,212 per person
CA $1,212
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
Food was great, two pools (family and adults only) the room was clean which is extremely important and a great view

Reviewed on May 7, 2026

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Price was CA $2,019, price is now CA $1,378 per person
CA $1,378
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
10/10 Exceptional! (1 review)
Hurricane Ian decimated the area but the residents are working hard to bring it back to its glory days. This resort has undergone an amazing renovation and they are doing more and more every day. Their new pool and Jacuzzi is stunning. The location is perfect. The staff is wonderful!

Reviewed on Apr 29, 2026

Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Price was CA $1,771, price is now CA $1,281 per person
CA $1,281
per person
Jun 30 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8/10 Very Good! (1 review)

Where to stay in Sanibel Captiva Island

Find the best Sanibel Captiva Island areas and neighborhoods for the activities you enjoy most. Learn more about Sanibel Captiva Island
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Mid Island

1 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Periwinkle Way and Sanibel Island Southern Beach.

Find hotels in Mid Island

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Sanibel Captiva Island Hotel Deals

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
The price is CA $319 per night from Jun 1 to Jun 2
CA $319
CA $390 total
Jun 1 - Jun 2
includes taxes & fees
9.2/10 Wonderful! (1,879 reviews)
Excellent stay, beautiful property, the restaurant was delicious. Everything was clean and well maintained. Will definitely be back

Reviewed on May 10, 2026

Sanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
The price is CA $503 per night from Jun 1 to Jun 2
CA $503
CA $635 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (2,644 reviews)
Great place! Very clean, great amenities.

Reviewed on May 5, 2026

Sundial Beach Resort & Spa
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
The price is CA $503 per night from May 13 to May 14
CA $503
CA $738 total
May 13 - May 14
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Grounds are under construction and renovation so it was busy with workers. Needed to navigate around construction vehicles and roped off work areas. That’s a temporary inconvenience. Booked a king bed room and given 2 queens so had to move. Used Google Maps for restaurants on the grounds to find ...

Reviewed on May 3, 2026

South Seas
See all 2,866 properties in Sanibel Captiva 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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Frequently asked questions

Can I cancel my flight booking to Sanibel Captiva Island due to COVID-19?
In these times of uncertainty, many carriers are offering greater flexibility. Visit our Customer Service Portal to get information about changing or canceling your booking due to COVID-19.
What's the best way to find cheap flights to Sanibel Captiva Island that have flexible change policies?
When it comes to traveling these days, flexibility is key. That's why we've added a "No change fee" search function to help you track down flexible, cheap fares to Sanibel Captiva Island. It's to the left of your screen directly below the "Flexible change policies" heading.
What are some of the general tips for travelers to Sanibel Captiva Island during the COVID-19 outbreak?
COVID-19 may have changed the way we travel, but it hasn't curbed our zest for exploring. Here are a few tips on how to deal with travel's new challenges:
  • Research what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so make sure you check in advance.
  • When you pass through airport checkpoints, keep your face mask on. You will be required to briefly lower it for ID purposes. Those who refuse to wear a mask may be denied entry or boarding.
  • To decrease the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA officer.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be removed for X-ray screening.
  • To reduce handling during screening, place items such as your keys, wallet, phone and belt into your carry-on rather than into the bins.
  • Separate any food you're carrying for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA officer to touch and inspect your belongings.

Which airlines fly to Sanibel Captiva Island?
Let Delta take you there. This prominent carrier schedules 460 flights a month to Southwest Florida Intl. Airport (RSW), a Sanibel Captiva Island gateway.
How can I find cheap tickets to Sanibel Captiva Island?
In the last seven days, was the lowest price for a flight to Sanibel Captiva Island. For even bigger savings, book ahead of time and be flexible with your travel dates. Search for your flight to Sanibel Captiva Island, then check out prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Sanibel Captiva Island?
The cost of a round-trip journey to Sanibel Captiva Island in the last seven days ranged between and . If you were journeying one way out of (), you could have nabbed a fare from just .
What are the most popular airports to fly into in Sanibel Captiva Island?
Fly into Southwest Florida Intl. Airport (RSW) and sample everything that Sanibel Captiva Island has to offer. As the region's main point of entry, roughly 3044 flights touch down here every month.
When is the cheapest time to fly to Sanibel Captiva Island?
If you'd rather spend your money experiencing the delights of Sanibel Captiva Island rather than on your flight there, jet off earlier in the week. The most affordable day to fly is normally Tuesday, followed by Monday. With many folks keeping their travel to weekends, Saturday often has the most expensive airfares.
How much is a plane ticket to Sanibel Captiva Island?
In the last seven days, tickets to Sanibel Captiva Island cost between and . Prices rise as your travel date nears, so secure a bargain today.
Which airlines with flights to Sanibel Captiva Island employ COVID-19 cleanliness policies?
As people begin traveling once again, most popular airlines have introduced physical distancing and other vital measures to reduce the spread of COVID-19. Here are just a few:
  • 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.