Monterey Vacation Packages

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  • Better together

    Save up to CA $1,096 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 Monterey

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $2,203, price is now CA $1,213 per person
CA $1,213
per person
Apr 20 - Apr 25
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Great view and staff

Reviewed on Feb 6, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,242, price is now CA $1,241 per person
CA $1,241
per person
May 2 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The hotel was amazing and super clean.

Reviewed on Feb 8, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $2,593, price is now CA $1,455 per person
CA $1,455
per person
Apr 4 - Apr 10
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,554 reviews)
Room impecable, great service by all the staff…they even had our check in ready; it was just sign the receipt and get the key! Loved the hospitality, plus their gesture after check out to let us use pool and private beach amenities was icing on the cake, thank you!

Reviewed on Feb 9, 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 $2,531, price is now CA $1,477 per person
CA $1,477
per person
May 7 - May 11
found 2 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
The best part is that this hotel is right on the beach. We only stayed two nights because this hotel is very expensive, and the restaurant is very expensive.

Reviewed on Feb 1, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,870, price is now CA $1,736 per person
CA $1,736
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
staff is great always willing to take care of you location is a plus, 5-minute walk to the beach and many dining and entertainment establishments.

Reviewed on Feb 10, 2026

Where to stay in Monterey

Find the best Monterey areas and neighborhoods for the activities you enjoy most. Learn more about Monterey
Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve

East Naples

4/5(11 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Gulf Shores Marina or Fifth Avenue South 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 $419 per night from Feb 12 to Feb 13
CA $419
CA $536 total
Feb 12 - Feb 13
includes taxes & fees
8.8/10 Excellent! (1,856 reviews)
Yes

Reviewed on Feb 6, 2026

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
The price is CA $438 per night from Feb 11 to Feb 12
CA $438
CA $519 total
Feb 11 - Feb 12
includes taxes & fees
9/10 Wonderful! (1,195 reviews)
Nice place to stay

Reviewed on Feb 5, 2026

Lani Kai Beachfront Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
The price is CA $581 per night from Mar 12 to Mar 13
CA $581
CA $712 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (2,028 reviews)
Th staff is fast, friendly, and efficient. The rooms are very da

Reviewed on Jan 30, 2026

Naples Grande Beach Resort
See all 10,958 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
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Frequently asked questions

How much does a Monterey vacation package cost?
Our Monterey packages, which begin from just CA $1,213, 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

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
5th Avenue Shopping District which includes markets, street scenes and a city

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

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $150
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

CA $136
per adult
Best of Marco Dolphin Tour
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.