Title: Pineland Vacation Packages & Trips 2025/2026 from CA $719 | Expedia.ca [Hotels in Pineland](https://expedia.ca/Pineland-Hotels.d553248635975849749.Travel-Guide-Hotels)[Vacation Rentals in Pineland](https://expedia.ca/Pineland-Vacation-Rentals.d553248635975849749.Travel-Guide-VacationRentals)[Things to do in Pineland](https://expedia.ca/Things-To-Do-In-Pineland.d553248635975849749.Travel-Guide-Activities)[Pineland Car Rentals](https://expedia.ca/Car-Rentals-In-Pineland.d553248635975849749.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6130939/9e171dd1-b6b1-403c-b911-3071430188b7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pineland Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Vickie Koenig - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### Your Pineland Vacation Say bye-bye to the worries of planning and hello to a Pineland vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with North Captiva, which is good for watersports, cycling and coastal beaches. Ready to venture out and explore? [Calusa Heritage Trail](https://www.expedia.ca/Calusa-Heritage-Trail-Bokeelia.d663291415753146368.Vacation-Attraction), [Randell Research Center](https://www.expedia.ca/Randell-Research-Center-Bokeelia.d553248621532652479.Vacation-Attraction) and [Useppa Museum](https://www.expedia.ca/Useppa-Museum-Bokeelia.d6296274.Vacation-Attraction) are just three of the best places to visit during your trip to Pineland. No matter your travel plans or the size of your budget, putting together a tailored Pineland vacation is a piece of cake with Expedia. ## Top Pineland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Park Motel](https://images.trvl-media.com/lodging/114000000/113140000/113139900/113139826/443a14c1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Motel Diplomat CA $719 per person Nov 10 - Nov 17 found 10 hours ago Roundtrip flight included Ottawa (YOW) to Punta Gorda Airport (PGD) 9.6/10 Exceptional! (20 reviews) The owner personally took care of our stay and was really helpful. Highly recommended. Reviewed on Sep 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?FromAirport=YOW&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=113139826&paandie=true&dealMarker=0bc9VxuGL3e5_14fl3NxNw-6KlVUMD9Y47tXhiJZcvznZWQk7Dcg9DH_lwpJR-bG) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $922 per person Dec 22 - Dec 26 found 1 day ago Roundtrip flight included Toronto (YYZ) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (1,481 reviews) The resort fee charge does not make sense. The place is really nice. They can look into making it all inclusive and add daily activities for the residents. That will help attract a lot more people. Overall a beautiful place. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=YYZ&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101505781&paandie=true&dealMarker=XMc-GPV660UsfTvQ4bjgQZnu05nP7dWFBaN4TtCS6ib2xNcADFJIYuDEZAdm-tOk) ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock CA $831 per person Nov 10 - Nov 17 found 10 hours ago Roundtrip flight included Ottawa (YOW) to Punta Gorda Airport (PGD) 9.4/10 Exceptional! (40 reviews) The apartment was perfect, has everything that’s needed, I will never book a traditional hotel again. 10/10 Reviewed on Sep 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?FromAirport=YOW&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106651913&paandie=true&dealMarker=0bc9VxuGL3e5_14fl3NxNw-6KlVUMD9Y47tXhiJZcvzNHAMP0hUJq6tA9zHqxUYu) ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Fishermen’s Village- 2 Bedroom Suites Punta Gorda Isles CA $2,923 per person Nov 29 - Dec 6 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Punta Gorda Airport (PGD) 9.8/10 Exceptional! (985 reviews) Room climate was great. We had no pets. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=YWG&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=52074809&paandie=true&dealMarker=HRLHWpqx6qR2x-o2d91WPEqcHcbcOxqLqkA85pmuEMYCboY_0LzWNhX7a8cr5x1t) ![Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village](https://images.trvl-media.com/lodging/111000000/110120000/110117300/110117242/w3000h1960x0y0-e92ce8ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hibiscus Heated Pool Private Dock Bikes Kayaks Walk to Fishermen s Village Punta Gorda Isles CA $5,137 per person Nov 29 - Dec 6 found 1 day ago Roundtrip non-stop flight included Winnipeg (YWG) to Punta Gorda Airport (PGD) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=YWG&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=110117242&paandie=true&dealMarker=v-7qfSU6EOWLM_kTp7q12IWCtVD91jsH9DQQh3vPVBE1W6Xc9ZfBVXtk_qlsOhxO) ## Ready to book your vacation to Pineland? Choose your dates ## Pineland Hotel Deals ![Lani Kai Beachfront Resort](https://images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lani Kai Beachfront Resort 1400 Estero Blvd, Fort Myers Beach, FL Fully refundableReserve now, pay when you stay CA $251 CA $312 total Oct 12 - Oct 13 includes taxes & fees 8.6/10 Excellent! (1,069 reviews) "Great!" Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&selected=438796&PinnedHotelID=438796&HadPinnedHotel=true®ionId=553248635975849749) ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott Sanibel Harbour Resort & Spa 17260 Harbour Pointe Dr, Fort Myers, FL Fully refundableReserve now, pay when you stay CA $264 CA $329 total Oct 8 - Oct 9 includes taxes & fees 8.2/10 Very Good! (1,000 reviews) "The hot tub and pools are great the views are great." Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F10%2F2025&endDate=09%2F10%2F2025&selected=3079&PinnedHotelID=3079&HadPinnedHotel=true®ionId=553248635975849749) ![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach Resort Fort Myers 251 Crescent Street, Fort Myers Beach, FL CA $200 CA $294 total Oct 9 - Oct 10 includes taxes & fees 8.8/10 Excellent! (1,512 reviews) "Everything about this place was amazing!" Reviewed on Oct 3, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F10%2F2025&endDate=10%2F10%2F2025&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true®ionId=553248635975849749) [See all 12,785 properties in Pineland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F10%2F2025&endDate=09%2F10%2F2025®ionId=553248635975849749) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Pineland ![Close-up encounters with our beautiful Dolphins](https://mediaim.expedia.com/localexpert/46154891/0344a7f2-0320-4498-8bf0-dad13e4010d9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Dolphin & Sightseeing Boat Day Tour CA $255 per adult [](https://expedia.ca/things-to-do/private-dolphin-sightseeing-boat-day-tour.a46154891.activity-details) [See all activities in Pineland](https://expedia.ca/things-to-do/search?rid=553248635975849749) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)