Pine Ridge Vacation Packages

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    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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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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
per person
Sep 12 - Sep 19
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Everything was great, but last night I found a roach behind the curtains by the windows and I couldnt sleep.

Reviewed on Jun. 29, 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
Oct 2 - Oct 5
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Amazing we will be back

Reviewed on Jun. 28, 2025

South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 19
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.4/10 Very Good! (1,001 reviews)
Good please to stay with family

Reviewed on May 26, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 3
found 12 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Very friendly and uplifting place! Very positive experience. Highly recommend for a fun time!

Reviewed on Jul. 6, 2025

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG

2.5 out of 5
The Forum
per person
Sep 12 - Sep 19
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.2/10 Very Good! (886 reviews)
Good service…no hot water but it wasn’t a bad visit

Reviewed on Jun. 23, 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
The price is CA $249 per night from Jul 14 to Jul 15
CA $249
CA $337 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (1,561 reviews)
"We have been coming to Naples grande for years! We finally made it to the adult pool and loved it! The service and food was amazing!"

Reviewed on Jul. 5, 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 $260 per night from Jul 8 to Jul 9
CA $260
CA $348 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"I like that the rooms were nice and clean. The view is amazing I like how it is close to everything. I however didn’t understand why there were no microwaves. In the standard rooms. I feel like that would be a very good thing to have in every room. As well as a broom and dust pan. Being that it is ..."

Reviewed on Jul. 6, 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 $216 per night from Aug 3 to Aug 4
CA $216
CA $240 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,297 reviews)
"That’s the best"

Reviewed on Jul. 6, 2025

Hyatt House Naples/5th Avenue
See all 11,034 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
Everglades: Mangrove Maze Airboat Tour and Boardwalk

Everglades: Mangrove Maze Airboat Tour and Boardwalk

CA $129
per adult
100% of travellers recommend
Everglades: Mangrove Maze Airboat Tour and Boardwalk
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 $667 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.