Pine Ridge Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Quality Inn Fort Myers Cape Coral
CA $484
per person
Oct 10 - Oct 17
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (396 reviews)
NEVER STOP BY IT AGAIN I CHECK IN SATURDAY TO CHECK OUT FRIDAY 08/15 EVERYONE. IN FRONT DESK SAID SOMEONE WIL BE TAKING CARE A SMALL PROBLEM TV DOESN'T WORK I DID A REPORT TWO TIMES A DAY BY THE END NOT BODY FIXED IT THAT WAY I MOVING TO AN OTHER HOTEL WHICH TAKE CARE ME
Reviewed on Aug 14, 2026
Tween Waters Island Resort & Spa
CA $1,964
per person
Nov 8 - Nov 15
found 17 hours ago
Roundtrip flight included
Kelowna (YLW) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The room was clean and the staff was hospitable
I’d have a microwave in the room for convenience
Other then that it was amazing
Reviewed on Aug 15, 2026
Casa Ybel Resort
Mid Island
CA $1,415
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (397 reviews)
Loved the location & the beach
The only negative is that you need to pay a lot of money for the beach chairs
Beautiful sunsets
Reviewed on Aug 14, 2026
South Seas
CA $2,224
per person
Nov 8 - Nov 15
found 17 hours ago
Roundtrip flight included
Kelowna (YLW) to Fort Myers (RSW)
8.4/10 Very good! (1,004 reviews)
Good time, very nice mini vacation, property had a few water issues but staff responded prompt, be aware everything closes early. We ate at Harborside
and food was very good, staff was very nice.
Reviewed on Aug 17, 2026
Ready to book your vacation to Pine Ridge?
Pine Ridge Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $237
CA $334 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (2,440 reviews)
"Espectácular! Ya sueño con volver"
Reviewed on Aug 16, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
CA $200
CA $222 total
Sep 7 - Sep 8
includes taxes & fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $190
CA $243 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (1,910 reviews)
"The room was clean and updated, we did found a couple of bugs in the room, the rest of the hotel was outdated and we had issues getting new towels in the room and we had made a reservation for the restaurant with the front desk staff who never shared this info with the restaurant, so when we showed ..."
Reviewed on Aug 16, 2026
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.
What to do in Pine Ridge
Gulf of Mexico Sunset Cruise from Naples
CA $93
per adult
88% of travellers recommend
Frequently asked questions
How much does a Pine Ridge vacation package cost?
You'll find cheap prices from CA $484 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?
- Pick your dates: The things you plan to do in Pine Ridge and your preferred season will help you decide when to travel.
- 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.
- 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.
- 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.
