Connors Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Holiday Package Deals in Connors

Price found within the past 48 hours. Click for updated prices.
Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

Save 100% on your flight
CA $1,578
per person
Dec 23 - Dec 30
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.

Reviewed on Sep 4, 2026

The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $2,667
per person
Dec 25 - Dec 31
found 18 hours ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (1,182 reviews)
Beautiful views

Reviewed on Oct 18, 2026

Edison Beach House

Edison Beach House

Save 100% on your flight
CA $2,662
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,921 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 $6,979
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
GullWing Beach Resort

GullWing Beach Resort

South Island
Save 100% on your flight
CA $2,922
per person
Dec 28 - Jan 2
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.4/10 Exceptional! (976 reviews)
⭐️⭐️⭐️⭐️⭐️ I had a wonderful stay at this hotel! The staff was friendly, welcoming, and always ready to help. The room was clean, comfortable, and well-maintained, and the overall atmosphere was relaxing. The service was excellent, and everything made my stay enjoyable. I would definitely recommend this hotel to anyone looking for a comfortable and pleasant experience. I look forward to staying here again!

Reviewed on Oct 18, 2026

Where to stay in Connors

Find the best Connors areas and neighborhoods for the activities you enjoy most. Learn more about Connors
A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

1 out of top 10 points of interest in this area

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

A pier extending into a calm sea at sunset with a beach on the right.

Old Naples

3 out of top 10 points of interest in this area

The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.

A coastal landscape with a cruise ship, dense greenery, and a clear view of the ocean.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

A sailboat with a blue canopy on calm waters, a red buoy, and a forested shoreline.

Vanderbilt Beach

1 out of top 10 points of interest in this area

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

Connors Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $222
CA $319 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (2,677 reviews)
"Beautiful, well maintained, property. Very lively atmosphere with constant music with DJ's and live performances. The hotel is extremely well staffed and maintained. I would definitely stay here again."

Reviewed on Oct 19, 2026

Margaritaville Beach Resort Fort Myers
Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
CA $117
CA $130 total
Oct 26 - Oct 27
includes taxes & fees
9.4/10 Exceptional! (1,347 reviews)
"The hotel is a little old but well maintained and very clean. The landscaping is beautiful and the continental breakfast is excellent. Our only complaint is that the shower floor was slippery and did not have a nonslip mat and grab bar to hold."

Reviewed on Oct 18, 2026

Fairways Inn of Naples
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
CA $133
CA $182 total
Oct 26 - Oct 27
includes taxes & fees
9.6/10 Exceptional! (1,889 reviews)
"the hotel was perfect the staff was very nice"

Reviewed on Oct 19, 2026

Compass by Margaritaville Hotel Naples
See all 12,735 properties in Connors
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 Connors vacation package cost?
Starting from only CA $1,578, a vacation package is your portal to affordable travel. Customize your Connors adventure by choosing from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Connors?
Bundling your flight and hotel with Expedia won't just save valuable time — it'll save you a tidy sum too. A Connors vacation package makes it easy to create your ideal trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won't be a problem. In addition to that, we've got over 1,000,000 hotels globally to pick from. Now that's what you call choice. No matter who you are, Expedia puts the world within your reach.
Where should I stay in Connors?
Most people who visit Connors include Naples Pier and Barefoot Beach on their to-do lists. Why not select a hotel that's close to these main attractions?
What are the top hotels in Connors?
If it's your first time staying in Connors, lock in a room at Tropical Oasis - Luxury Home Less Than A Mile To The Beach or Tradewinds Water Front 1 Mile To Vanderbilt Beach. Both hotels will make you feel at home and are top options with lots of travelers.
How far in advance should I book my Connors vacation?
While prices change frequently, we generally recommend booking your seats as soon as possible. Many international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Connors sometimes appear in the weeks prior to departure.
What does an Expedia Connors travel package include?
That depends on what you're after. If you're traveling solo, you might decide to combine hotels and flights. Bringing the whole family to Connors? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the freedom to tailor-make your travel package.
What should I know before booking a Connors travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and be rewarded with fantastic discounts. You're not restricted to hotels, however. Book with us and select from oceanfront condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Connors Expedia vacation package?
You can, and with more than 550 airlines to pick from globally, you have loads of choice. Have a look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Connors vacation package?
Don't stress if you're rethinking your Connors vacation package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We realize life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $103
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Beach Island Shelling Cruise to Keewaydin Island Tour

Beach Island Shelling Cruise to Keewaydin Island Tour

CA $78
per adult
Beach Island Shelling Cruise to Keewaydin Island Tour
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $109
per adult
Naples: Sightseeing and Dining Cruises
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.