Pine Island Vacation Packages

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Your Pine Island Vacation

When adventure calls, answer it with a customized vacation package to Pine Island. Wherever your travels take you and whatever you have planned, prepare to experience a destination that'll make you feel alive. A trip to Pine Island offers so much to see and do. Not sure where to kick off your itinerary? Saint James City is a popular place to stay here. Quit dreaming and get packing, because your Pine Island vacation is just a few clicks away with Expedia.

Top Pine Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Riverview Inn

Riverview Inn

2 out of 5
Hancock
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Punta Gorda Airport (PGD)
7.6/10 Good! (588 reviews)
The bed was excellent. No complaints. Room was quiet. Parking was good and well lighted. Room was in good condition all around. I would go back.

Reviewed on Aug. 4, 2025

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,311 reviews)
We had a great time - everything we needed in one place so many options for dining, comfortable, clean rooms and a beautiful pool area with plenty of seating. Super fun for a long weekend. The staff was very customer focused. Would highly recommend.

Reviewed on Aug. 16, 2025

Tropical Palm Motel

Tropical Palm Motel

2.5 out of 5
Hancock
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Punta Gorda Airport (PGD)
No reviews
Park Motel

Park Motel

2.5 out of 5
Diplomat
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Punta Gorda Airport (PGD)
9.6/10 Exceptional! (18 reviews)
Completely surprised by the inside! Very clean, quiet and close to where we were for the night.

Reviewed on May 2, 2025

Off the Charts Inn & Out Island Resort

Off the Charts Inn & Out Island Resort

2.5 out of 5
per person
Nov 10 - Nov 15
found 17 hours ago
Roundtrip flight included
Saskatoon (YXE) to Punta Gorda Airport (PGD)
9.6/10 Exceptional! (140 reviews)
Hotel was clean and located in a nice area. First time my wife and I had visited this area. This is a no conract hotel and we had no issues with that all. Would stay here again.

Reviewed on Jun. 7, 2025

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Pine Island Hotel Deals

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Aug 18 to Aug 19
CA $193
CA $276 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (1,342 reviews)
"The facility is amazing, excellent staff and overall a great hotel"

Reviewed on Aug. 15, 2025

Sunseeker Resort Charlotte Harbor
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is CA $214 per night from Aug 25 to Aug 26
CA $214
CA $293 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,373 reviews)
"Beautiful facility, lovely pool area and beach. They welcomed my service dog and you could even have dogs on the beach in Fort myers."

Reviewed on Aug. 15, 2025

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
The price is CA $264 per night from Aug 19 to Aug 20
CA $264
CA $329 total
Aug 19 - Aug 20
includes taxes & fees
9/10 Wonderful! (1,276 reviews)
"This is such a nice place to stay!"

Reviewed on Aug. 14, 2025

Sanibel Island Beach Resort
See all 17,175 properties in Pine Island
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

What to do in Pine Island

Clear Kayak Tours in Weeki Wachee

Clear Kayak Tours in Weeki Wachee

CA $101
per adult
100% of travellers recommend
Clear Kayak Tours in Weeki Wachee
See all activities in Pine Island

Frequently asked questions

How much does a Pine Island vacation package cost?
Starting from only CA $969, a vacation package is your ticket to affordable travel. Custom make your Pine Island trip by picking from our huge range of airfares, hotels and rental cars.
How do I get a cheap travel package to Pine Island?
Browse and lock in everything in the one place with our Pine Island vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to pick from, there are endless opportunities to mix and match your own way.
What are the top hotels in Pine Island?
For hotels in Saint James City with comfy beds and friendly service, check out Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park and Best Western Fort Myers Inn & Suites. If you're stopping by Bokeelia as well, you can look forward to a solid night's sleep at Trianon Bonita Bay or Sanibel Island Beach Resort.
How far in advance should I book my Pine Island vacation?
While prices change from time to time, we generally suggest booking your flight as early as possible. Many international fares are available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Discount prices to Pine Island occasionally appear just weeks before departure.
What does an Expedia Pine Island travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your dream Pine Island vacation. You can also add on experiences and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Pine Island travel package?
Bundling your bookings into a Pine Island vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Pine Island Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just choose the airline you want and create your ideal Pine Island vacation.
If I'm not able to travel, can I cancel my Pine Island vacation package?
We totally understand that life sometimes gets in the way of your plans. If you've locked in a Pine Island vacation package and have to change or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

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