Title: Scuba Diving Vacations in Chokoloskee Island 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/54987/bc8bfa40-5441-448a-a950-b0c9147c4740.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Scuba Diving Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 ## Flight and Scuba Diving hotel deals in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Wiggins Pass Chalet](https://images.trvl-media.com/lodging/59000000/58120000/58115200/58115199/d32fc7b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wiggins Pass Chalet CA $882 per person Dec 4 - Dec 11 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.8/10 Exceptional! (229 reviews) Great parking, friendly and attentive staff, clean property, and it is near everything we need. Good spot for a family vacationing. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-11/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=58115199&paandie=true&HotelClass=40&dealMarker=vuYlaA94s_-nxeHw745ACgU_OzMKQ4B3j_Pehel_Ue4TqBD8MG-DrpXIzFHK-Dq2) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,431 per person Dec 4 - Dec 11 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Probably my favorite vacation to date. The cleanliness was the best I've encountered. The customer service was exemplary, and every aspect was simply incredible. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-11/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=urO5r2JJkCVJXmbVkXT_olYiKPUuXDdG5a44ydsU3_-CDYJ5vAZT_0W1mSaaCIVL) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,437 per person Dec 21 - Dec 28 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (639 reviews) From check in to check out to it was real nice and easy please the room was a wonderful size for our stay will recommend to others. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-28/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&HotelClass=40&dealMarker=fBrdtcpNmqdPRZLNdUF7_uGdsh7_gVn0JF4YKYR6H8USxwol_Vsqnkwt0yPwRf0T) ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $2,217 per person Dec 25 - Dec 30 found 4 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) I would give it excellent but we checked out around 9pm due to a few hours of the fire alarm going off. They had the fire department there but they were still working on the problem and we were concerned we wouldn’t be able to get a good night’s sleep. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-30/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=l3F-6VsIZYYDl-NqGVmPDL_ddy9sM-aPSlgeAROqg4qSGLQlvvyak_6eQW-HOWD3) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $1,800 per person Dec 4 - Dec 11 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Beautiful property, spacious room, attentive service. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-11/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=vuYlaA94s_-nxeHw745ACi4-TRkAFTxAkYYEfU_Omn7UBfend3Gy28eiZ9PdvfC_) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Scuba Diving holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón CA $2,431 per person Nov 19 - Nov 23 found 7 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (603 reviews) We had a fantastic stay at the Ritz-Carlton. All of the staff were super nice and welcoming, which made our experience wonderful from start to finish. A special thank you to Miranda at the host stand, who was incredibly kind to our child and made them feel so comfortable and happy. That extra care meant so much to us as parents and turned our stay into something truly memorable Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-23/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=788295&paandie=true&HotelClass=50&dealMarker=AHInqYT5nUKkZuSpv67nuSqcyvxMJZ4fBo6UKEY5bI9Gkd-_MrY9hXhorhidI9DO) ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/c6ba33ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $3,454 per person Dec 27 - Jan 1 found 8 hours ago Roundtrip non-stop flight included Calgary (YYC) to Fort Myers (RSW) 8.6/10 Excellent! (2,576 reviews) Thank you for a great stay! Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YYC&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1939&paandie=true&HotelClass=50&dealMarker=JkbMU-5E63QzyzjkX2GOon6c3I2FW-Ve-3zmKepONGj7z2jyE7DZZj6yV4eKyXyK) ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $3,788 per person Nov 16 - Nov 20 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 6/10 (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-16/2025-11-20/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9786&paandie=true&HotelClass=50&dealMarker=urO5r2JJkCVJXmbVkXT_oih_574bj7jSfvRzoOdur5mZsfIh37c9dy04iO6bK1mC) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Scuba Diving holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $807 per person Dec 4 - Dec 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) I would give it excellent but we checked out around 9pm due to a few hours of the fire alarm going off. They had the fire department there but they were still working on the problem and we were concerned we wouldn’t be able to get a good night’s sleep. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=dQr4s6pBvNDtA63hrcMWgBrpDwAdg6G1xnPia595KWzLA-bw6FlwVhxPi_XMV1ZS) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,121 per person Dec 4 - Dec 7 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Probably my favorite vacation to date. The cleanliness was the best I've encountered. The customer service was exemplary, and every aspect was simply incredible. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=3dMnR2nvXNQvk_ZqIzIyVLEMDIde1nsUprDyArV1ABNLd8fo0zojkH9YxvQxfrUP) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $1,159 per person Dec 4 - Dec 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Beautiful property, spacious room, attentive service. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-07/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=urO5r2JJkCVJXmbVkXT_ohPZfH3yxF-Fz_wujke_VIMTUt4NYRoXZQOHg2gKMm9Q) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Scuba Diving holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Hilton Garden Inn Ft Myers](https://images.trvl-media.com/lodging/1000000/850000/848800/848740/d8bd559a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Ft Myers Villas CA $891 per person Dec 19 - Dec 23 found 11 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Fort Myers (RSW) 8.6/10 Excellent! (1,005 reviews) Room was clean didn’t use other amenities due to trip schedule. Always greeted by friendly staff. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YWG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=848740&paandie=true&dealMarker=rW_Ft-XGvh_lwDZ48tZGaZYab9c0IOeRh5Z0yZXyx0PYnErZuodSWUY9lBklXnZe) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,578 per person Dec 19 - Dec 23 found 11 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Probably my favorite vacation to date. The cleanliness was the best I've encountered. The customer service was exemplary, and every aspect was simply incredible. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YWG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&dealMarker=IaJgIuy0cMmN1GGMfv-9AP7iedHFYqP09y2Ev6yCEAECgjZ1JVhSb5atX-jrR6Vr) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $1,536 per person Dec 19 - Dec 23 found 11 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Beautiful property, spacious room, attentive service. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-23/?FromAirport=YWG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&dealMarker=IaJgIuy0cMmN1GGMfv-9AP7iedHFYqP09y2Ev6yCEAFLWLUssSVeHqv4YMUy_DQW) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](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) ## More Vacations Ideas [Flights to Chokoloskee Island](https://expedia.ca/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[Chokoloskee Island Hotels](https://expedia.ca/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[Chokoloskee Island Vacation Rentals](https://expedia.ca/Chokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Chokoloskee Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chokoloskee-Island.d553248635976468286.Car-Rental-Guide)[Chokoloskee Island Vacations](https://expedia.ca/Chokoloskee-Island.d553248635976468286.Destination-Travel-Guides) \* 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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)