Pelican Bay 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 Pelican Bay

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

Tween Waters Island Resort & Spa

Save 100% on your flight
CA $716
per person
Nov 12 - Nov 15
found 11 hours ago
Roundtrip flight included
Burlington (BTV) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
CA $1,556
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.6/10 Exceptional! (1,099 reviews)
Excelent instalation and services

Reviewed on Sep 26, 2026

Windward Passage Resort

Windward Passage Resort

Save 100% on your flight
CA $1,473
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (11 reviews)
Wonderful view of the ocean

Reviewed on Sep 15, 2026

Casa Ybel Resort

Casa Ybel Resort

Mid Island
Save 100% on your flight
CA $758
per person
Nov 12 - Nov 15
found 16 hours ago
Roundtrip flight included
Burlington (BTV) to Fort Myers (RSW)
8.8/10 Excellent! (417 reviews)
My main concern is there were too many bugs by the pool. We all got bitten severely. Maybe trim back some bushes by the lounge chairs so the “ no see ums “ can’t breed there, The bugs were in my room too. Also, the sheets on my bed had holes and spots on them. The new pool bar is too far away to go too. Especially up stairs with wet suits. A slippery hazard.

Reviewed on Sep 26, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

CA $1,063
per person
Dec 9 - Dec 14
found 16 hours ago
Roundtrip flight included
Toronto (YTO) 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

Where to stay in Pelican Bay

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

Pelican Bay Hotel Deals

The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

280 Vanderbilt Beach Rd Naples FL
Fully refundableReserve now, pay when you stay
CA $1,399
CA $1,647 total
Sep 28 - Sep 29
includes taxes & fees
The Ritz-Carlton, Naples
Inn at Pelican Bay

Inn at Pelican Bay

800 Vanderbilt Beach Rd Naples FL
Fully refundableReserve now, pay when you stay
CA $206
CA $313 total
Sep 29 - Sep 30
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"The stay at the hotel was wonderful."

Reviewed on Sep 26, 2026

Inn at Pelican Bay
Naples Grande Beach Resort

Naples Grande Beach Resort

475 Seagate Drive Naples FL
Naples Grande Beach Resort
See all 12,641 properties in Pelican Bay
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 Pelican Bay vacation package cost?
Customize your Pelican Bay package from only CA $716. Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about for ages. Remember to add on a few experiences or tours!
How do I get a cheap travel package to Pelican Bay?
Search for flights that suit your busy schedule, add a hotel to your booking and watch how much you save with a Pelican Bay vacation package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia is your gateway to cheap travel. And with over 550 airlines and 1,000,000 properties all over the world to choose from, you won't be short of choice.
Where should I stay in Pelican Bay?
If you love being in the thick of the action, stay near Barefoot Beach. Many vacationers book a hotel around this main attraction.
What are the top hotels in Pelican Bay?
Live And Play At Pelican Bay Private Beach And Tennis Close To Artis And Mercato and Inn at Pelican Bay are two of the most popular properties in Pelican Bay. Why not check out the rates and amenities at each and then make up your mind?
How far in advance should I book my Pelican Bay vacation?
Savvy travelers often reserve their seats early. You can generally browse through international fares on Expedia up to 12 months before your flight. If you've left booking to the last minute, there's no need to worry. Budget prices occasionally occur just weeks before departure dates.
What does an Expedia Pelican Bay travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your perfect Pelican Bay package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget — the more you bundle, the more cash you'll save!
What should I know before booking a Pelican Bay travel package?
Our prices are already low. However, you'll snap up even more savings when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Pelican Bay Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to choose. We have access to more than 550 airline partners around the world, so you have loads of choice when creating your Pelican Bay escape.
If I'm not able to travel, can I cancel my Pelican Bay vacation package?
It's good to know that you can cancel your Pelican Bay booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Stay near popular Pelican Bay attractions

Clam Pass Park

9.2/10 (95 reviews)
Explore the great outdoors at Clam Pass Park, a lovely green space in North Naples. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.
See properties

Pelican Bay North Beach

Why not spend a lazy afternoon at Pelican Bay North Beach during your trip to North Naples? Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.
See properties

Artis-Naples

8.6/10 (195 reviews)
You can spend an afternoon browsing the exhibits at Artis-Naples during your trip to North Naples. Stroll along the beautiful beaches or seek out the golf courses.
See properties

Waterside Shops

8.8/10 (123 reviews)
During your visit to North Naples, you can find the perfect gifts to bring home at Waterside Shops. Amble around the area's beautiful beaches or seek out the golf courses.
See properties

Pelican Bay Community Park

After visiting Pelican Bay Community Park, make a plan to see the other sights and activities in North Naples. Stroll along the beautiful beaches or seek out the golf courses.
See properties

beach near Upper Clam Bay

Why not spend a lazy afternoon at beach near Upper Clam Bay during your trip to North Naples? Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.
See properties

Philharmonic Center for the Arts

You can get tickets for a performance at Philharmonic Center for the Arts during your stay in North Naples. Amble around the area's beautiful beaches or seek out the golf courses.
See properties

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
Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $93
per adult
96% of travellers recommend
Naples Sightseeing Boat 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.