Pine Ridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

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

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Pine Ridge Vacation

Lock in a Pine Ridge vacation package and prepare to experience the best of this city. Consider basing yourself in the neighborhood of Pelican Bay, which is great for coastal beaches, shopping and dining. Ready to start exploring your surroundings? Barefoot Beach, Naples Zoo at Caribbean Gardens and Vanderbilt Beach are some of the leading places to visit during your trip to Pine Ridge. A couple of quick clicks is all it takes to build a tailored Pine Ridge vacation on Expedia.

Top Pine Ridge Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (1,001 reviews)
I liked everything but the fact they dintbhave a microwave in tye room so you cant reheat food.

Reviewed on Jul. 7, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Beautiful property! We stayed in a suite and it was breathtaking! The balcony was so huge. The staff was wonderful too!

Reviewed on Jul. 7, 2025

South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
We’ve been coming here for the last 14 years. This was our first time back since hurricane Ian destroyed the island and the resort . The property is still under construction and not fully Staffed either. 4th of July

Reviewed on Jul. 9, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,405 reviews)
Great property, so well appointed. They really seem to appreciate that you’ve stayed with them. Centrally located to mostly everything within minutes walk.

Reviewed on Jul. 11, 2025

Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
6.4/10 (1,000 reviews)
Bery good , in conform , cleaner , i recommend to every body

Reviewed on Jul. 5, 2025

Ready to book your vacation to Pine Ridge?

 

Choose your dates

Pine Ridge Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is CA $195 per night from Aug 10 to Aug 11
CA $195
CA $277 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,578 reviews)
"Excellent"

Reviewed on Jul. 10, 2025

Naples Grande Beach Resort
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 $262 per night from Jul 15 to Jul 16
CA $262
CA $350 total
Jul 15 - Jul 16
includes taxes & fees
8.4/10 Very Good! (1,021 reviews)
"My stay was good but they offer just 1 parking per room and you need to pay 20 dolars dialy for any extra car. Even those I pay every night in the meter and came to the front desk every night to chose the ticket now they charge my 60 dolars extra for the parking into my card When I call the hotel ..."

Reviewed on Jul. 9, 2025

Lani Kai Beachfront Resort
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 $174 per night from Aug 3 to Aug 4
CA $174
CA $193 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,314 reviews)
"Great location."

Reviewed on Jul. 11, 2025

Hyatt House Naples/5th Avenue
See all 11,008 properties in Pine Ridge
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

Discover the most popular places to visit in Pine Ridge

Naples Beach

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
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
Naples Pier featuring landscape views and a beach as well as a large group of people

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

What to do in Pine Ridge

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $86
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Cute Manatee

Manatee Sightseeing and Wildlife Boat Tour

CA $96
per adult
90% of travellers recommend
Manatee Sightseeing and Wildlife Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

CA $87
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
See all activities in Pine Ridge

Frequently asked questions

How much does a Pine Ridge vacation package cost?
You'll find cheap prices from CA $360 on Expedia for your Pine Ridge escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Pine Ridge costs.
What are the cheapest months to go to Pine Ridge?
Plan your getaway for the low or shoulder season and you're likely to score cheap Pine Ridge vacation packages. Keep in mind that school vacation periods and major festivals and events can impact prices, so do your research before booking.
How many days is enough for Pine Ridge?
To fully enjoy a Pine Ridge vacation, we suggest booking for 5 days. Split your time between discovering Delnor-Wiggins Pass State Park, Clam Pass Park and other leading sights, in addition to experiencing neighbourhoods like Park Shore and Moorings. If you've got some spare time, add a day trip to your Pine Ridge vacation itinerary.
How to find the best Pine Ridge package deals?
Landing a cheap Pine Ridge package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Pine Ridge package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Pine Ridge vacation as a package?
You can enjoy significant savings on your Pine Ridge escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pine Ridge?
If you're considering a spontaneous Pine Ridge getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Pine Ridge?

  1. Pick your dates: The things you plan to do in Pine Ridge and your preferred season will help you decide when to travel.
  2. Budget wisely: Besides the cost of your stay, you should consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Pine Ridge.
  3. Work out your trip length: Think about how long you'd like to spend discovering Pine Ridge. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Pine Ridge vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.