Title: Legacy Trail Vacation Packages 2026 from $420 | Expedia.com

[Legacy Trail Travel Guide](https://expedia.com/Legacy-Trail.dx553248621532652531)[Hotels in Legacy Trail](https://expedia.com/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Vacation Rentals in Legacy Trail](https://expedia.com/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Flights to Legacy Trail](https://expedia.com/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Car Rentals in Legacy Trail](https://expedia.com/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Legacy Trail Vacations from $420

## Book a Hotel + Flight or Car together to unlock savings

## The Latest Legacy Trail vacation packages

Price found within the past 48 hours. Click for updated prices.

![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/3f239251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Mar Bay Motel &Suites

Save 100% on your flight

$420

per person

Jun 8 - Jun 12

found 12 hours ago

Roundtrip flight included

New York (NYC) to Tampa (TPA)

8.6/10 Excellent! (74 reviews)

Overall very good. Needs some updating but very good shower and bed, so I got everything I needed! Would use again

Reviewed on Apr 3, 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

Save 100% on your flight

$1,218

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (876 reviews)

Lover staying here we’d definitely come back

Reviewed on Apr 7, 2026

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/8517839d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

Save 100% on your flight

$1,263

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

7/10 Good! (1,804 reviews)

Great stay and location for coming home to see a lightning game. Construction didnot interfere with too much.

Reviewed on Apr 5, 2026

![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/47519109_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### FUSION Resort Waterfront Suites

Save 100% on your flight

$1,129

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,141 reviews)

The property is pretty, the view is amazing, I didn’t like that the kitchen cookware was extremely low quality (goodwill have better frying pan) no towel at the pool, they change resorts fee, but never a single towel to use, the price for room Was high, the free shuttle to beach was a joke, but overall the hotel was nice but I won’t stay again. To pricey for they offer.

Reviewed on Apr 4, 2026

![Arvilla](https://images.trvl-media.com/lodging/115000000/114820000/114812300/114812262/f3abbb67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Arvilla

Sunshine Beach

Save 100% on your flight

$756

per person

Jun 23 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

7.4/10 Good! (51 reviews)

Easy access to the beach was the best. Just took my beach chair and took the path directly to the beach. Parking was easy and safe. The kitchen had everything needed to cook along with dishes and silver ware. Clean linens were provided along with toilet paper and paper towels. The room was very clean and loved the nostalgic bathroom, but the tub needed some TLC and cleaning around the caulk. The beds were very comfortable and clean. The pool was also clean and the water was warm for a nice evening swim. My only complaint was there were 2 remotes for the tv...one worked and one didn't and should have been removed. We will definitely come back and stay again:) Thanks for a wonderful Spring Break 2026!!

Reviewed on Apr 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Legacy Trail

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-08/2026-05-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Legacy Trail Hotel Deals

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/6dc32504_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Fully refundable

$75 nightly

$85 total

May 3 - May 4

Total with taxes and fees

8.4/10 Very Good! (2,384 reviews)

A bit run down, but enjoyed the 60’s vibe. Pool area was nice. Could use a deep clean and fresh paint.

Reviewed on Apr 7, 2026

[](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true&regionId=553248621532652531)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/3006ffef_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$128 nightly

$144 total

Apr 9 - Apr 10

Total with taxes and fees

9.2/10 Wonderful! (5,214 reviews)

Great amenities!

Reviewed on Apr 7, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true&regionId=553248621532652531)

![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/e1f2d8a8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$211 nightly

$239 total

Apr 15 - Apr 16

Total with taxes and fees

9.4/10 Exceptional! (2,060 reviews)

Lots of helpful staff. Hotel nice and clean and has great theming. Pool was excellent! It was warm, great music and very chilled vibes. Lovely views over the marina-would stay here again!

Reviewed on Apr 8, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F15%2F2026&endDate=4%2F16%2F2026&selected=41961327&PinnedHotelID=41961327&HadPinnedHotel=true&regionId=553248621532652531)

[See all 17,664 properties in Legacy Trail](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F9%2F2026&endDate=4%2F10%2F2026&regionId=553248621532652531)

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.

## Find the Best Legacy Trail Vacation Packages

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- [Resorts & Hotels with Spas in Osprey ](https://www.expedia.com/Osprey-Hotels-Spa-Hotel.0-0-d55888-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hyatt Hotels in Osprey ](https://www.expedia.com/Osprey-Hotels-Hyatt-Hotels.0-0-d55888--bHyattHotels.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Osprey ](https://www.expedia.com/Osprey-Hotels-Golf-Hotel.0-0-d55888-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Room Service in Osprey ](https://www.expedia.com/Osprey-Hotels-Hotels-With-Room-Service.0-0-d55888-tHotelswithRoomService.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Osprey ](https://www.expedia.com/Osprey-Hotels-Wedding-Hotels.0-0-d55888-tWeddingHotels.Travel-Guide-Filter-Hotels)

- [Flights to Sarasota ](https://www.expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights)
- [Flights to Osprey ](https://www.expedia.com/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)
- [Flights from Osprey ](https://www.expedia.com/lp/flights/55888/flights-from-osprey)

- [Sarasota Square ](https://www.expedia.com/Sarasota-Square-Vamo.d553248621563219817.Vacation-Attraction)
- [Stoneybrook Golf & Country Club ](https://www.expedia.com/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction)
- [Pelican Plaza ](https://www.expedia.com/Pelican-Plaza-Vamo.d6296232.Vacation-Attraction)
- [Gulf Gate Golf Club ](https://www.expedia.com/Gulf-Gate-Golf-Club-Gulf-Gate-Estates.d6295672.Vacation-Attraction)
- [Visit Vamo ](https://www.expedia.com/Sarasota-Vamo.dx553248623282278448)
- [Visit Gulf Gate Estates ](https://www.expedia.com/Sarasota-Gulf-Gate-Estates.dx553248623282278406)
- [Jim Neville Marine Preserve ](https://www.expedia.com/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction)
- [Turtle Beach ](https://www.expedia.com/Turtle-Beach-Florida.d6296228.Vacation-Attraction)
- [Historic Spanish Point ](https://www.expedia.com/Historic-Spanish-Point-Osprey.d6295820.Vacation-Attraction)
- [Nancy's Consignments ](https://www.expedia.com/Nancys-Consignments-Osprey.d553248621532652544.Vacation-Attraction)
- [Visit Bee Ridge ](https://www.expedia.com/Sarasota-Bee-Ridge.dx6293915)
- [Osprey Vacations ](https://www.expedia.com/Osprey.d55888.Destination-Travel-Guides)
- [Siesta Key Marina ](https://www.expedia.com/Siesta-Key-Marina-Siesta-Key.d6295966.Vacation-Attraction)
- [Visit South Gate Ridge ](https://www.expedia.com/Sarasota-South-Gate-Ridge.dx553248623282278427)
- [Evie's Golf Center ](https://www.expedia.com/Evies-Golf-Center-Sarasota.d6295670.Vacation-Attraction)
- [Point of Rocks ](https://www.expedia.com/Point-Of-Rocks-Siesta-Key.d6295822.Vacation-Attraction)
- [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Siesta-Key.d553248621532652551.Vacation-Attraction)
- [Visit Osprey ](https://www.expedia.com/Osprey.dx55888)

- [Car rentals near Gulf Gate Estates ](https://www.expedia.com/Car-Rentals-In-Gulf-Gate-Estates.d553248623282278406.Car-Rental-Guide)
- [Car rentals near Bee Ridge ](https://www.expedia.com/Car-Rentals-In-Bee-Ridge.d6293915.Car-Rental-Guide)
- [Dollar Rent A Car Rental Cars in Bee Ridge ](https://www.expedia.com/Dollar-Rent-A-Car-Car-Rentals-In-Bee-Ridge.d6293915-c43.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Bee Ridge ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bee-Ridge.d6293915-c15.Car-Rental-Guide-Suppliers)
- [U-Save Rental Cars in Bee Ridge ](https://www.expedia.com/U-Save-Car-Rentals-In-Bee-Ridge.d6293915-c34.Car-Rental-Guide-Suppliers)
- [Car rentals near Historic Spanish Point ](https://www.expedia.com/Car-Rentals-In-Historic-Spanish-Point.d6295820.Car-Rental-Guide)
- [Car rentals near Turtle Beach ](https://www.expedia.com/Car-Rentals-In-Turtle-Beach.d6296228.Car-Rental-Guide)
- [Car rentals near Osprey Village ](https://www.expedia.com/Car-Rentals-In-Osprey-Village.d553248635976482375.Car-Rental-Guide)
- [Car rentals near Osprey ](https://www.expedia.com/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide)
- [Enterprise Rental Cars in Osprey ](https://www.expedia.com/Enterprise-Car-Rentals-In-Osprey.d55888-c15.Car-Rental-Guide-Suppliers)

- [Osprey Vacation Rentals ](https://www.expedia.com/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)

- [Things to do in Osprey ](https://www.expedia.com/Things-To-Do-In-Osprey.d55888.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.