Monterey Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Monterey

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,057, price is now CA $779 per person
CA $779
per person
Aug 13 - Aug 18
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (851 reviews)
Excellent clean modern and affordable hotel

Reviewed on Jun 21, 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 $2,162, price is now CA $1,422 per person
CA $1,422
per person
Aug 13 - Aug 18
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,018 reviews)
Excellent. I will definitely come back

Reviewed on Jun 15, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,796, price is now CA $1,238 per person
CA $1,238
per person
Aug 13 - Aug 18
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,010 reviews)
Clean room. Nice pool area and great location to many restaurants

Reviewed on Jun 15, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $1,909, price is now CA $1,368 per person
CA $1,368
per person
Aug 24 - Aug 29
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (359 reviews)
Very clean. Very safe. Family friendly. Very close to beach. Everything was really nice. Would recommend.

Reviewed on Jun 19, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,522, price is now CA $1,121 per person
CA $1,121
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,024 reviews)
The room wasn’t very clean; the shower had hair in it, and the beds had dirty spots on the sheets. One of the Valet guys says that they wich to raining because some people decided to get they on parking spot at the hotel. That guy was very rude, I don't remember his name but it was, Jun 20, the time that I was there at the hotel was around 11:30 am.

Reviewed on Jun 21, 2026

Where to stay in Monterey

Find the best Monterey areas and neighborhoods for the activities you enjoy most. Learn more about Monterey
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

Monterey 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 $277 per night from Jul 7 to Jul 8
CA $277
CA $380 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (2,238 reviews)
"I like everything"

Reviewed on Jun 20, 2026

Margaritaville Beach Resort Fort Myers
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 5 to Jul 6
CA $197
CA $219 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,826 reviews)
"Seems silly but I prioritized this hotel because of the hotel smell. Dissapointed they don’t have the scent in the lobby anymore."

Reviewed on Jun 21, 2026

Hyatt House Naples/5th Avenue
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
The price is CA $317 per night from Jun 28 to Jun 29
CA $317
CA $352 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (948 reviews)
"It was an incredible experience!!! Great time, our family had an amazing time. The entire property smells so good!!! The only observation is the AC maintenance, our got clogged the last night and when the tech opened the unit door the filter was black of dust…we were sneezing the entire weekend. ..."

Reviewed on Jun 21, 2026

Great Wolf Lodge Naples
See all 10,840 properties in Monterey
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
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Frequently asked questions

How much does a Monterey vacation package cost?
Our Monterey packages, which begin from just CA $779, are an ideal way to save. Pick and choose your favorite hotels, flights and more to create your perfect getaway.
How do I get a cheap travel package to Monterey?
Imagine all the wonderful things you could do in Monterey with extra cash in your wallet. Watch your savings stack up when you combine your hotel and flights into a Monterey vacation package. You have loads of choice when it comes to booking with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 hotels throughout the world. Whether you're enjoying a break with the entire family or surprising your special someone, organizing a trip to Monterey is better with a package.
Where should I stay in Monterey?
Urban adventurers come from all corners of the globe to experience Naples Pier and Barefoot Beach in Monterey. Book a hotel within a stone's throw of these must-see attractions and visit them at your leisure.
How far in advance should I book my Monterey vacation?
Be rewarded with the widest variety and the lowest prices by booking your Monterey adventure nice and early. Air carriers typically advertise tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. That being said, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Monterey travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your perfect Monterey vacation. You can also add on activities and tours once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Monterey travel package?
So many places to explore, so many things to see and do. With a travel package, you'll be able to afford more of them. Combine your flights, hotels and rental cars and get set to save.
Can I choose my airline with a Monterey Expedia vacation package?
Yes, you're in charge. We have access to over 550 airlines all over the world, so you can customize your Monterey getaway according to your travel preferences.
If I'm not able to travel, can I cancel my Monterey vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your Monterey 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 your travel plans suddenly change, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Monterey

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
Naples Pier

Naples Pier

4.5/5(74 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $92
per adult
94% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $82
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $108
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.