Connors Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Connors

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,018, price is now CA $708 per person
CA $708
per person
May 15 - May 18
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,021 reviews)
I stayed in room 142 - perfect for me as a single traveler. My only minor inconvenience was the noisy neighbor the first 2 nights - but that isn’t any fault of the Inn. Would recommend to my friends and family and already trying to figure out when I can come again!

Reviewed on Apr 4, 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 $4,840, price is now CA $2,648 per person
CA $2,648
per person
May 15 - May 22
found 17 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Excellent , more than what I expected

Reviewed on Apr 5, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,628, price is now CA $1,587 per person
CA $1,587
per person
May 15 - May 22
found 17 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
This hotel is a refreshing experience for a traveler.

Reviewed on Apr 1, 2026

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Price was CA $2,212, price is now CA $1,533 per person
CA $1,533
per person
Jun 21 - Jun 27
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,726 reviews)
Beach view was beautiful. Perfect location Food at the restaurant was excellent especially the Grouper

Reviewed on Apr 4, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,144, price is now CA $809 per person
CA $809
per person
May 15 - May 18
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Room was great and clean

Reviewed on Apr 1, 2026

Where to stay in Connors

Find the best Connors areas and neighborhoods for the activities you enjoy most. Learn more about Connors
East Naples

East Naples

4/5(11 area reviews)

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.

Find hotels in East Naples

Connors Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
The price is CA $367 per night from May 5 to May 6
CA $367
CA $480 total
May 5 - May 6
includes taxes & fees
9/10 Wonderful! (1,989 reviews)
The bugs were a problem at the pool by my room coming through the door. They couldn’t do anything about it kind of a nuisance front desk wasn’t very helpful about it.

Reviewed on Apr 5, 2026

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 5 to May 6
CA $341
CA $415 total
May 5 - May 6
includes taxes & fees
9.2/10 Wonderful! (1,755 reviews)
Great place,

Reviewed on Apr 5, 2026

Sanibel Island Beach Resort
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Apr 21 to Apr 22
CA $222
CA $246 total
Apr 21 - Apr 22
includes taxes & fees
9.4/10 Exceptional! (643 reviews)
Everything was fantastic. The hotel was very clean and well organized in every aspect. The activities for the children were excellent, keeping them entertained and happy throughout the stay. I definitely recommend it to anyone who wants to enjoy a short family vacation with their kids.

Reviewed on Apr 5, 2026

Great Wolf Lodge Naples
See all 12,621 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Connors vacation package cost?
Starting from only CA $708, 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.

Discover the most popular places to visit in Connors

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
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
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

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $90
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $101
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
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.