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.
Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Price was CA $1,577, price is now CA $1,109 per person
CA $1,109
per person
Jan 4 - Jan 11
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
I've stayed at the property twice, and both experiences were good. The apartments are newer and are clean and well maintained. The pool and fitness center are nice amenities. Communication with the host was excellent.

Reviewed on Nov 12, 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 $5,829, price is now CA $3,780 per person
CA $3,780
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Great place!

Reviewed on Nov 15, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $3,811, price is now CA $2,534 per person
CA $2,534
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)
Loved the stay while we were there, security was convenient so we felt safe. The only thing and it’s not really a negative thing it’s just the rooftop pool is right next to the rooftop restaurant. So while people are eating, they see you half naked swimming but other than that the stay was great. Will definitely come back and I encourage others to come here as well. Fabulous getaway for couples.

Reviewed on Nov 15, 2026

Bellasera Resort

Bellasera Resort

4 out of 5
Downtown
Price was CA $2,746, price is now CA $1,949 per person
CA $1,949
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (2,342 reviews)

Where to stay in Monterey

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

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
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Nov 16 to Nov 17
CA $253
CA $353 total
Nov 16 - Nov 17
includes taxes & fees
Margaritaville Beach Resort Fort Myers
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Nov 22 to Nov 23
CA $153
CA $205 total
Nov 22 - Nov 23
includes taxes & fees
Compass by Margaritaville Hotel Naples
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Dec 3 to Dec 4
CA $223
CA $280 total
Dec 3 - Dec 4
includes taxes & fees
Lani Kai Beachfront Resort
See all 10,924 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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Monterey vacation package cost?
Our Monterey packages, which begin from just CA $1,109, 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.

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $80
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $89
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples Florida: Downtown Electric Trike Tour - Family Fun

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $78
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
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.