Legacy Trail Vacations from ￥283,952
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Legacy Trail Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Beach Park
Price was ￥321,764, price is now ￥283,952 per person
￥283,952
per person
Jul 22 - Jul 28
found 10 hours ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
8.6/10 Excellent! (1,801 reviews)
House keeping didn’t clean properly
Reviewed on May 10, 2026
ChartHouse Clearwater Beach Marina Hotel
Price was ￥367,172, price is now ￥297,004 per person
￥297,004
per person
Jul 22 - Jul 28
found 10 hours ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
9.6/10 Exceptional! (976 reviews)
Just loved the hotel’s location near the Marina and across the street to the beach. Staff were so friendly and welcoming.
Reviewed on May 10, 2026
The Marker
Price was ￥516,227, price is now ￥455,045 per person
￥455,045
per person
Jul 22 - Jul 28
found 10 hours ago
Roundtrip flight included
Tokyo (HND) to Tampa (TPA)
6/10 (2 reviews)
There was no staff due to it being brand new! The owner Jeff was great and very polite and went out of his way to make us feel welcome and valued! It was very quiet and comfortable for my family. Only about a two block walk to the beach but being in the bay was beautiful to wake up to!
Reviewed on Apr 12, 2026
Find the Best Legacy Trail Vacation Packages
Legacy Trail Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is ￥7,254 per night from May 13 to May 14
￥7,254
￥11,562 total
May 13 - May 14
includes taxes & fees
9.2/10 Wonderful! (5,334 reviews)
Affordable boutique hotel with a bit of a vibe.
Reviewed on May 10, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is ￥11,635 per night from May 17 to May 18
￥11,635
￥13,149 total
May 17 - May 18
includes taxes & fees
8.4/10 Very Good! (2,467 reviews)
The place was excellent the room is big pretty and perfectly clean parking is free and secure and the front desk lady’s was really nice definitely a place where we come back in the future
Reviewed on May 10, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is ￥25,171 per night from May 25 to May 26
￥25,171
￥32,868 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (2,163 reviews)
Definitely recommended. Super chill and cute hotel. Quality breakfast, very clean.
Reviewed on May 10, 2026
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.
Explore a world of travel with Expedia
- Venice East Hotels
- Gay friendly Hotels in Venice Gardens
- Hotels near Turtle Beach
- B&B in Casey Key
- Riads in Venice
- Adults Only Resorts & in Siesta Key Village
- Hotels near Venice Municipal
- Resorts in Casey Key
- Beach Hotels in South Sarasota
- Hotels near IMG Bollettieri Tennis Academy
- Resorts & Hotels with Spas in Cortez
- Hotels near Sarasota Polo at Lakewood Ranch
- Ranches in Sarasota
- Hotels near Blind Pass Beach
- Cheap Hotels in Sarasota
- Shopping Hotels in Sarasota
- Cheap Hotels in North Port
- Rv Parks in Manatee County
- B&B in Palmetto
- Downtown Sarasota Hotels
- Hotels near Siesta Key Beach
- Cheap Hotels in Island of Venice
- Aparthotels in Siesta Key
- Condo Rentals in Venice
- Sarasota Hotels
- Romantic Hotels in Venice
- Beach Hotels in Sunny Shores
- Bradenton Hotels
- Sarasota County Hotels
- Beach Hotels in Siesta Key Village
- Condo Resorts in Longboat Key
- Inns in Venice
- Riads in Bradenton Beach
- Holiday Park Resorts in Longboat Key
- Bee Ridge Hotels
- Osprey Hotels
- Guest Houses in Englewood
- Vacation Homes in Anna Maria Island
- Hotels near Venice Train Depot
- All-Inclusive Hotel Hotels in Siesta Key
- Sunny Shores Hotels
- Resorts in Siesta Key
- Adults Only Resorts & in Bradenton
- Cheap Hotels in Lake Sarasota
- Siesta Key Hotels
- Scuba Diving Hotels in Sarasota Springs
- B&B in Osprey
- Aparthotels in Venice
- Palmetto Hotels
- Shopping Hotels in Warm Mineral Springs
- Venice Hotels
- Aparthotels in Laurel
- Beach Hotels in Lido Key
- Cheap Hotels in South Bradenton
- Hotels near Caspersen Beach
- Beach Hotels in Sarasota Springs
- Memphis Hotels
- Hotels near Marina Jack
- Rv Parks in Venice
- Business Hotels in Lido Key
- Boutique Hotels in Venice Gardens
- Resorts in Island of Venice
- Motels in Oneco
- Apartments in Bradenton
- Beach Hotels in Sarasota
- Farmstay in Bradenton
- All-Inclusive Hotel Hotels in Aloha Kai
- Adults Only Resorts & in Sarasota Springs
- Hotels near Mote Marine Laboratory & Aquarium
- Hotels near Sarasota-Bradenton Intl.
- All-Inclusive Hotel Hotels in Venice
- Hostels in Sarasota
- Hotels near IMG Academy
- South Bradenton Hotels
- Cheap Hotels in Manatee County
- Condo Resorts in Sarasota
- Scuba Diving Hotels in Siesta Key
- Cheap Hotels in Oneco
- Hotels near Sarasota Jungle Gardens
- Resorts in Sarasota
- Luxury Hotels in Sarasota Springs
- Hotels near University of South Florida Sarasota
- Cheap Hotels in Downtown Sarasota
- Inns in Longboat Key
- Inns in Sarasota
- Vacation Homes in Venice
- Hotels near Sarasota Opera House
- Beach Hotels in Venice
- Bayshore Gardens Hotels
- Luxury Hotels in Downtown Sarasota
- Bayfront Hotels
- Cheap Hotels in Memphis
- Resorts in Venice
- B&B in Venice
- Rv Parks in Memphis
- Beach Hotels in Siesta Key
- Hotels near Venice Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
