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.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

CA $1,043
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

Save 100% on your flight
CA $1,947
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.6/10 Excellent! (1,800 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $1,444
per person
Jan 4 - Jan 9
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (1,182 reviews)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach
Save 100% on your flight
CA $5,302
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
The was very clean. Every day. The staff very friendly . The beach awesome lady

Reviewed on Oct 13, 2026

GullWing Beach Resort

GullWing Beach Resort

South Island
Save 100% on your flight
CA $1,654
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (976 reviews)
Having to think hard about something that needs to improve because it was a phenomenal place to stay. Very spacious and resort amenities were awesome. I would recommend more kid friendly dishware but other than that we loved our stay!

Reviewed on Oct 15, 2026

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
A coastal scene with a lighthouse, beach, and ocean.

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.

A coastal scene with a lighthouse, beach, and ocean.

West End

3 out of top 10 points of interest in this area

While visiting West End, you might make a stop by sights like J. N. Ding Darling National Wildlife Refuge and Bowman's Beach.

A coastal scene with a lighthouse, beach, and ocean.

East End

3 out of top 10 points of interest in this area

While visiting East End, you might make a stop by sights like Sanibel Island Northern Beach and Sanibel Island Lighthouse.

A cyclist on a paved path alongside a road with cars, palm trees, and a liquor store sign.

Beachview Country Club Estates

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

An aerial view of a coastal area with clear turquoise waters, a sandy beach, and a dense cluster of buildings surrounded by greenery.

Gulf Shores

When in Gulf Shores, you can plan a visit to Alison Hagerup Beach Park and McCarthy's Marina, some noteworthy sights in the nearby area.

Ready to book your vacation to Sanibel Captiva Island?

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Sanibel Captiva Island Hotel Deals

Sanibel Island Beach Resort

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
CA $254
CA $323 total
Oct 18 - Oct 19
includes taxes & fees
Sanibel Island Beach Resort
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL
CA $424
CA $566 total
Oct 20 - Oct 21
includes taxes & fees
8.6/10 Excellent! (2,715 reviews)
"The room was clean but pretty bare for a condo u it. The bed we had has pretty hard. The couch was stiff as a board. The bathroom only had one sink and the only mirror in the whole place. The Staff were great. Beach view was great. Only ate breakfast once at the restaurant and it was not that good ..."

Reviewed on Oct 15, 2026

Sundial Beach Resort & Spa
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
CA $306
CA $391 total
Oct 20 - Oct 21
includes taxes & fees
Tween Waters Island Resort & Spa
See all 2,771 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.

Stay near popular Sanibel Captiva Island attractions

A sunset over the ocean with waves, a bird flying, and a partly cloudy sky.

Sanibel Island Southern Beach

9.4/10 (1,097 reviews)
Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?
See properties
A sandy beach with a clear sky and ocean in the background.

Bowman's Beach

9.0/10 (1,092 reviews)
Relax and revel in a visit to one of the area’s most beautiful beaches, great for swimming, fishing and finding special seashells.
See properties
A coastal scene with a lighthouse, beach, and ocean.

Sanibel Island Lighthouse

9.0/10 (2,254 reviews)
You can find out about the history of Sanibel when you stop by Sanibel Island Lighthouse. Wander the beautiful beaches and seaside in this family-friendly area.
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A beach with white sand and turquoise water. There are colorful Adirondack chairs lined up on the sand.

Captiva Beach

9.2/10 (1,970 reviews)
If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
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A street lined with palm trees and a sign for Periwinkle Place Shops.

Periwinkle Way

9.2/10 (560 reviews)
The island’s spine is also its commercial hub. Drive or bike the road’s length to find attractions and discover many stores and restaurants.
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Sanibel Island Northern Beach

9.4/10 (292 reviews)
Why not spend a lazy afternoon at Sanibel Island Northern Beach during your trip to Sanibel?
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Sanibel and Captiva Island Visitor's Center

9.0/10 (248 reviews)
Sanibel and Captiva Island Visitor's Center is just one of the places to see in Sanibel, so why not enjoy the other things to explore during your travels? Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.
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Blind Pass Beach

7.8/10 (14 reviews)
Why not spend a lazy afternoon at Blind Pass Beach during your trip to Wulfert?
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What to do in Sanibel Captiva Island

Sunset Cruise Fort Myers Beach

Sunset Cruise Fort Myers Beach

CA $66
per adult
100% of travellers recommend
Sunset Cruise Fort Myers Beach
Dolphin Wildlife Cruise Fort Myers Beach

Dolphin Wildlife Cruise Fort Myers Beach

CA $88
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $91
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
See all activities in Sanibel Captiva Island

Frequently asked questions

How much does a Sanibel Captiva Island vacation package cost?
Get ready to book, because a getaway to Sanibel Captiva Island starts from a tempting CA $1,043. When you bundle your hotels, flights and car rentals into a package, you'll score the best deals.
How do I get a cheap travel package to Sanibel Captiva Island?
Browse and lock in everything in one place with our Sanibel Captiva Island vacation packages. You'll discover deals on flights, hotels, tours and more that'll keep your travel budget happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 hotel options around the globe to choose from, you have countless opportunities to mix and match.
Where should I stay in Sanibel Captiva Island?
A trip to Sanibel Captiva Island isn't complete without checking out Sanibel Island Southern Beach, Bowmans Beach and Captiva Beach. Spend your nights close to these top sights and make sightseeing a breeze.
What are the top hotels in Sanibel Captiva Island?
If you'd like to stay in the North Captiva neighborhood, some excellent options are South Seas Island Resort and Tween Waters Island Resort & Spa. Joses Hideaway is also a well-known Sanibel Captiva Island area. We recommend South Seas Bayside Villa 5234 or Charming Bayside Villa With Bikes At South Seas Resort if you prefer this part of town.
How far in advance should I book my Sanibel Captiva Island vacation?
Be rewarded with the widest variety at the lowest prices by booking your Sanibel Captiva Island adventure early. Air carriers tend to advertise flight tickets around a year prior to departure, so secure your spot ASAP. That said, Expedia is committed to giving you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Sanibel Captiva Island travel package include?
Flights, hotels and car rentals — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. After you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an exciting Sanibel Captiva Island getaway.
What should I know before booking a Sanibel Captiva Island travel package?
Find deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save loads just for bundling your bookings. Whether you're going on a snow and ski adventure or kicking back on a warm beach, your ideal vacation is only a few clicks away.
Can I choose my airline with a Sanibel Captiva Island Expedia vacation package?
Yes, you're in charge. We have access to over 550 partner airlines globally, so you can tailor your Sanibel Captiva Island adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my Sanibel Captiva Island vacation package?
Your situation can change in a flash, so yes, you can. You may be able to amend or cancel your Sanibel Captiva Island vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Looking for more information? Take a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

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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.