Cypress Island Vacation Packages
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Top Holiday Package Deals in Cypress Island
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Fort Myers Sanibel Gateway by IHG
South Fort Myers
CA $669
per person
Sep 15 - Sep 21
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
7.6/10 Good! (1,002 reviews)
Room was clean, location was nice. Rating would be higher if they'd actually release my deposite. Their computer system was screwed up and I understand that but I checked out nearly a week ago, have contacted them twice regarding this issue with no response, and still have not received my deposit back. I was told it would be released after I checked out.
Reviewed on Aug 7, 2026
Where to stay in Cypress Island
Find the best Cypress Island areas and neighborhoods for the activities you enjoy most. Learn more about Cypress Island
Bonita Shores
1 out of top 10 points of interest in this area
Bonita Shores might not have many top sights, but Golf Safari Mini Golf and Barefoot Beach are two attractions nearby that you can check out.
Bonita Bay
1 out of top 10 points of interest in this area
When in Bonita Bay, you can plan a visit to Promenade at Bonita Bay and Golf Safari Mini Golf, some noteworthy sights in the nearby area.
Estero Bay Shores
When in Estero Bay Shores, you can plan a visit to Saltleaf Golf Preserve and Bonita Beach Dog Park, some noteworthy sights in the nearby area.
Downtown
If you're spending some time in Downtown, Riverside Park and Sugarshack Downtown are top sights worth seeing.
Village Walk of Bonita Springs
While Village Walk of Bonita Springs isn't home to many top sights, Flamingo Island Flea Market and Arrowhead Golf Course are some notable places to visit nearby.
Cypress Island Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $243
CA $340 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (2,396 reviews)
"Super very good"
Reviewed on Aug 7, 2026
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $88
CA $98 total
Aug 16 - Aug 17
includes taxes & fees
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
CA $239
CA $265 total
Aug 17 - Aug 18
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 Cypress Island vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Cypress Island from just CA $669. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Cypress Island?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a Cypress Island vacation package to save tons of cash. Score even more deals when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to customize your vacation your way. We offer over 550 air carriers and 1,000,000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfill those vacation fantasies.
Where should I stay in Cypress Island?
It makes sense to stay near the action. Many visitors book hotels in the vicinity of top sights, such as Promenade at Bonita Bay, Bonita Beach Dog Park and Little Hickory Island Beach Park.
How far in advance should I book my Cypress Island vacation?
Be rewarded with the biggest variety at the lowest prices by booking your Cypress Island adventure nice and early. Air carriers tend to advertise flights around a year before departure, so secure your spot as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Cypress Island travel package include?
Rental cars, flights and hotels — we've got them all. With Expedia, you can create your Cypress Island travel package just the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Cypress Island travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save a packet just by bundling your bookings. Whether you're heading away on a winter snow adventure or venturing someplace warm, your dream getaway is only clicks away.
Can I choose my airline with a Cypress Island Expedia vacation package?
With a vacation package, you're in control. Whether you're eager to fly to Cypress Island in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Cypress Island vacation package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your Cypress Island vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your vacation, browse our Customer Service Portal for further information.
Things to do
Gulf of Mexico Sunset Cruise from Naples
CA $93
per adult
88% of travellers recommend
Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)
CA $63
per adult
88% of travellers recommend
Sunset Cruise Fort Myers Beach
CA $67
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.