Legacy Trail Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Legacy Trail vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
voco Sarasota by IHG
Central Sarasota
9.2/10 Wonderful! (1,008 reviews)
Oct 9 - Oct 13
4 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
United • Coach
Tampa (TPA) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Hotel was great. They are close to restaurants and have a shuttle that will take you places like St Armand’s Circle. They also have beach towels, chairs and umbrellas that you can use at the beach. We would stay at hotel again for sure.
Reviewed on Jun 30, 2024
4.5-star property
Sunseeker Resort Charlotte Harbor
9.2/10 Wonderful! (1,169 reviews)
Oct 3 - Oct 10
7 night stay
Chicago (ORD) to Punta Gorda Airport (PGD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The sunseeker is like a Las Vegas hotel in Port Charlotte. There’s no beach but a beautiful, huge pool, the property has a signature scent, several restaurants and a food court with good food, a nice promenade to walk. You definitely need transportation for any offsite activities. Great staff, complimentary water on arrival, very accommodating.
Reviewed on Jul 31, 2025
4.0-star property
Ocean Club Treasure Island Hotel
9.6/10 Exceptional! (518 reviews)
Oct 11 - Oct 18
7 night stay
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
United • Roundtrip • Coach
per person
found 2 hours ago
This was our second time staying at this property. We stayed for eight nights this time. The rooms are lovely but our stay was not nearly as enjoyable as the first time a year ago. There were a lot of children there during our stay. It was practically impossible to use the pool because the kids took over with their inflatables and games. We will likely look elsewhere next time due to the volume of children.
Reviewed on Apr 29, 2025
Top rated hotels for your Legacy Trail vacation package
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
11.51 mi from city center
$81 nightly
The price is $92 total per night
$92 total
Aug 10 - Aug 11
Total includes taxes and fees
At Kompose Boutique Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and a microwave in a common area.
Pool
Hot Tub
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
3.9 mi from city center
$159 nightly
The price is $180 total per night
$180 total
Sep 1 - Sep 2
Total includes taxes and fees
At Tropical Beach Resorts, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with securing valuables, concierge services, and luggage storage. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Pool
Kitchen
Embassy Suites by Hilton Sarasota, FL
202 North Tamiami Trail, Sarasota, FL
Free Cancellation
Reserve now, pay when you stay
8.7 mi from city center
$168 nightly
The price is $190 total per night
$190 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests staying at Embassy Suites by Hilton Sarasota, FL enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is available for USD 40 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include a business center, express check-in, and express check-out.
Pool
Breakfast included
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.
