Title: Romantic Vacations in Legacy Trail 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Legacy Trail Romantic Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Romantic hotel deals in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/cc4728b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $1,010 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (1,993 reviews) Beautiful property, nice food choices Most of the staff were not responsive. The pool bartender was great, but the wait staff never acknowledged us so we left after 10 minutes of waiting.... not even a " I'll be with you shortly " or brought us a menu Reviewed on Mar 10, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $2,255 per person Apr 23 - Apr 30 found 1 day ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (511 reviews) Gym was well equipped and spacious, rooms were clean, kitchenette had all the things you would need, staff was super friendly and accommodating, and they have beach stuff that you can check out for free which was such a nice surprise. Plus the location is minutes from the beach with a rooftop view you can’t beat! Reviewed on Mar 2, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,576 per person Apr 10 - Apr 17 found 2 hours ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.6/10 Exceptional! (838 reviews) Everything was excellent and we will be staying again in the future. The only "complaint" we had was that the living room furniture was not comfortable. Very stylish but not comfortable to unwind on at the end of the day. Reviewed on Mar 9, 2026 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota CA $1,566 per person Apr 11 - Apr 18 found 1 day ago Roundtrip flight included Ottawa (YOW) to Tampa (TPA) 8.2/10 Very Good! (530 reviews) Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Little Harbor Resort at Bahia Beach](https://images.trvl-media.com/lodging/102000000/101340000/101338600/101338517/30bd9418_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Little Harbor Resort at Bahia Beach CA $1,121 per person May 14 - May 19 found 15 hours ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (26 reviews) Townhouse was spacious and comfortable. Reviewed on Feb 12, 2026 ![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Adaline Hyde Park CA $1,396 per person Apr 26 - Apr 30 found 1 hour ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.6/10 Exceptional! (65 reviews) A perfect stay with incredible attention to detail! "We had a fantastic experience at The Adaline. From the moment we entered it was clear that the hosts/staff prioritize guest comfort. The rooms were impeccably clean with all the amenities of being at home. The kitchen had every utensil you would need to satisfy your hunger. Whether you want to prepare a gourmet meal or late night snack (less food). We particularly loved the comfort of the bedding.The mattress was super comfortable and it was obvious there was little expense spared in choosing the linens. The location was ideal for our trip (Soccer Tournament); it was quiet enough for a relaxing night's sleep but only a shot drive to the Soccer Fields. Additionally, it’s only a short walk to the Riverwalk, Hyde Park Village and lots more! Our complements to Brightwild Team for providing such comfortable and clean accommodations. We would highly recommend this stay to anyone looking for a high-quality getaway with a convenient location!? Reviewed on Jan 14, 2026 ![The Tampa EDITION](https://images.trvl-media.com/lodging/84000000/83990000/83980300/83980287/7b52caf6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Tampa EDITION Downtown Tampa CA $8,989 per person May 14 - May 19 found 15 hours ago Roundtrip flight included Detroit (DTW) to Tampa (TPA) 9.4/10 Exceptional! (347 reviews) Everything everyone was excellent highly recommend Reviewed on Feb 5, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/923a3c65_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### RumFish Beach at TradeWinds CA $979 per person May 18 - May 21 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Tampa (TPA) 8.2/10 Very Good! (1,654 reviews) Room was nice and clean! Such easy access to the beach. Best way to enjoy the beach and the amenities was great! Everything you could ask for is right at the resort. Reviewed on Mar 10, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,789 per person May 22 - May 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (511 reviews) Gym was well equipped and spacious, rooms were clean, kitchenette had all the things you would need, staff was super friendly and accommodating, and they have beach stuff that you can check out for free which was such a nice surprise. Plus the location is minutes from the beach with a rooftop view you can’t beat! Reviewed on Mar 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Legacy Trail Price found within the past 48 hours. Click for updated prices. ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/cc4728b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton CA $1,010 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Punta Gorda Airport (PGD) 9.2/10 Wonderful! (1,993 reviews) Beautiful property, nice food choices Most of the staff were not responsive. The pool bartender was great, but the wait staff never acknowledged us so we left after 10 minutes of waiting.... not even a " I'll be with you shortly " or brought us a menu Reviewed on Mar 10, 2026 ![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/131fbebb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Avalon Club CA $1,767 per person May 13 - May 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 9.4/10 Exceptional! (511 reviews) Gym was well equipped and spacious, rooms were clean, kitchenette had all the things you would need, staff was super friendly and accommodating, and they have beach stuff that you can check out for free which was such a nice surprise. Plus the location is minutes from the beach with a rooftop view you can’t beat! Reviewed on Mar 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Legacy Trail [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-10/2026-04-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Legacy Trail vacations #### What are some of the benefits of booking a romantic Legacy Trail vacation? When booking a romantic Legacy Trail vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Florida. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Legacy Trail destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Legacy Trail? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $979 and can enjoy savings of up to 38 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Legacy Trail? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Legacy Trail certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Legacy Trail. #### Can I book a romantic Legacy Trail vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Legacy Trail search. #### Can I book a romantic trip to Legacy Trail that is fully refundable? Several romantic Legacy Trail vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## 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) ### Top Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## More Vacations Ideas [Flights to Legacy Trail ](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[ Legacy Trail Hotels ](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[ Legacy Trail Vacation Rentals ](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[ Legacy Trail Car Rentals ](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[ Legacy Trail Vacations ](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.