Pine Ridge Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was CA $622, price is now CA $347 per person
CA $347
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (495 reviews)
Good value. Comfortable. clean food area. Good coffee and cream. Toast and butter. Nice yogurt selection. Good waffles with cleaned coolers.

Reviewed on Nov 13, 2026

Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

3 out of 5
South Fort Myers
Price was CA $697, price is now CA $432 per person
CA $432
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (1,000 reviews)
Thank you

Reviewed on Nov 8, 2026

Edison Beach House

Edison Beach House

3.5 out of 5
Price was CA $1,722, price is now CA $1,073 per person
CA $1,073
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,947 reviews)

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was CA $1,506, price is now CA $954 per person
CA $954
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (2,129 reviews)
Make sure they want a beautiful view.You'll get it!!!

Reviewed on Nov 12, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,622, price is now CA $1,032 per person
CA $1,032
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)

Ready to book your vacation to Pine Ridge?

 

Choose your dates

Pine Ridge 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 $255 per night from Dec 7 to Dec 8
CA $255
CA $356 total
Dec 7 - Dec 8
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 $151 per night from Nov 22 to Nov 23
CA $151
CA $203 total
Nov 22 - Nov 23
includes taxes & fees
9.6/10 Exceptional! (1,950 reviews)
"Nice hotel. Not sure how it qualifies as a resort but whatever. Rooms were clean and building was in good shape. I would stay there again."

Reviewed on Nov 13, 2026

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 $222 per night from Dec 8 to Dec 9
CA $222
CA $280 total
Dec 8 - Dec 9
includes taxes & fees
8.8/10 Excellent! (2,193 reviews)
"Make sure they want a beautiful view.You'll get it!!!"

Reviewed on Nov 12, 2026

Lani Kai Beachfront Resort
See all 11,828 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.
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What to do in Pine Ridge

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
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
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 $347 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.