Title: Key West Historic District Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,035 Expedia.ca

[Key West Historic District Travel Guide](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)[Hotels in Key West Historic District](https://expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West-Historic-District.d6281809.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Key West Historic District Vacation Packages

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

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## Top Holiday Package Deals in Key West Historic District

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

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $1,035

per person

May 28 - Jun 2

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

7.8/10 Good! (1,007 reviews)

Room did not have a water view as was listed on the site, pool was cold but clean. Staff was friendly and helpful.

Reviewed on Mar 4, 2026

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

CA $2,401

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (320 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,160

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

CA $1,059

per person

Apr 26 - May 1

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.6/10 Excellent! (1,002 reviews)

Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back

Reviewed on Feb 24, 2026

![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/5a873fda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### President Hotel Villa

South Beach

CA $1,158

per person

May 23 - May 30

found 1 day ago

Roundtrip flight included

Montreal Metropolitan Airport (YHU) to Miami (MIA)

8.2/10 Very Good! (1,007 reviews)

Mike and Henry were extremely helpful with directions, valet service assistance, and any questions were answers, making it a very pleasant experience!

Reviewed on Mar 3, 2026

## Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. [Learn more about Key West Historic District](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)

![Key West Historic District](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Town Key West

4 out of top 10 points of interest in this area

3.5/5(8 area reviews)

 Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. 

[Find hotel + flight trips in Old Town Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Key West

 If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. 

[Find hotel + flight trips in Downtown Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Town

4/5(16 area reviews)

 Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery. 

[Find hotel + flight trips in New Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Uptown - Upper Duval

4.5/5(3 area reviews)

 If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. 

[Find hotel + flight trips in Uptown - Upper Duval](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Mallory Square showing a sunset and general coastal views as well as a small group of people](https://images.trvl-media.com/place/501385/8fc21581-48e4-48a8-8cca-3cfabcd30450.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic Seaport

 While visiting Historic Seaport, you might make a stop by sights like Duval Street and Audubon House and Tropical Gardens. 

[Find hotel + flight trips in Historic Seaport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Seaport&DestID=553248635976383502&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Key West Historic District Hotel Deals

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

CA $595

CA $769 total

Apr 5 - Apr 6

includes taxes & fees

8.8/10 Excellent! (3,109 reviews)

We got in late at night and st

Reviewed on Mar 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=6281809)

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

CA $486

CA $642 total

Apr 5 - Apr 6

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

Clean room and beautiful grounds. Staff was very accommodating. Would definitely stay here again.

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=901&PinnedHotelID=901&HadPinnedHotel=true&regionId=6281809)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

CA $735

CA $920 total

Mar 6 - Mar 7

includes taxes & fees

8.4/10 Very Good! (563 reviews)

We had a gorgeous view of the ocean

Reviewed on Mar 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true&regionId=6281809)

[See all 1,702 properties in Key West Historic District](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&regionId=6281809)

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.

![](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)

## Frequently asked questions

### How much does a Key West Historic District vacation package cost?

### How do I get a cheap travel package to Key West Historic District?

### Where should I stay in Key West Historic District?

### What are the top hotels in Key West Historic District?

### How far in advance should I book my Key West Historic District vacation?

### What does an Expedia Key West Historic District travel package include?

### What should I know before booking a Key West Historic District travel package?

### Can I choose my airline with a Key West Historic District Expedia vacation package?

### If I'm not able to travel, can I cancel my Key West Historic District vacation package?

### Discover the most popular places to visit in Key West Historic District

![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

[](https://expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)

![Mallory Square which includes a sunset and a bay or harbor as well as a large group of people](https://images.trvl-media.com/place/501385/f076c469-e361-414e-8323-e71ccf56c947.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

[](https://expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)

![Harry S. Truman Little White House showing a house](https://images.trvl-media.com/place/6068605/4f5f7570-d796-4d5a-9a98-d925004bc7d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harry S. Truman Little White House

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

[](https://expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)

### Things to do

![Aerial view of people snorkeling in Key West](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $62

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-morning-snorkel-adventure-with-bottomless-mimosas-breakfast.a585220.activity-details)

![Friends cheers with cocktails on Key West cruise](https://mediaim.expedia.com/localexpert/587053/54666c36-0979-4755-bcfd-1df49670de5a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

CA $73

per adult

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-afternoon-at-the-reef-snorkeling-adventure-with-open-bar.a587053.activity-details)

![Aboard the trolley in Key West](https://mediaim.expedia.com/localexpert/191537/2dd77e4c-4c5c-4b3c-954d-bfd0d44bd289.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $83

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details)

[See all activities in Key West](https://expedia.ca/things-to-do/search?rid=6281809)

## Explore a world of travel with Expedia

- Lodging
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- [4 Star Hotels in Key West ](https://www.expedia.ca/4Star-Key-West-Hotels.s40-0-d1187.Travel-Guide-Filter-Hotels)
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- [Flights to Key West ](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Flights from Kitchener to Key West ](https://www.expedia.ca/lp/flights/10579/1187/kitchener-to-key-west)
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- [Flights from Thunder Bay to Key West ](https://www.expedia.ca/lp/flights/4054/1187/thunder-bay-to-key-west)
- [Flights from Saskatoon to Key West ](https://www.expedia.ca/lp/flights/4117/1187/saskatoon-to-key-west)
- [Flights from London to Key West ](https://www.expedia.ca/lp/flights/4127/1187/london-to-key-west)
- [Flights from Abbotsford to Key West ](https://www.expedia.ca/lp/flights/4128/1187/abbotsford-to-key-west)
- [Flights from Buffalo to Key West ](https://www.expedia.ca/lp/flights/602674/1187/buffalo-to-key-west)
- [Flights from Niagara Falls to Key West ](https://www.expedia.ca/lp/flights/602721/1187/niagara-falls-to-key-west)
- [Flights from Salem to Key West ](https://www.expedia.ca/lp/flights/6133255/1187/salem-to-key-west)
- [Flights from Winnipeg to Key West ](https://www.expedia.ca/lp/flights/6141041/1187/winnipeg-to-key-west)
- [Flights from Punta Gorda to Key West ](https://www.expedia.ca/lp/flights/9394/1187/punta-gorda-to-key-west)

- [Big Pine Key Flea Market ](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction)
- [Boca Chica Key Vacations ](https://www.expedia.ca/Boca-Chica-Key.d553248635083916609.Destination-Travel-Guides)
- [Boca Chica Nude Beach ](https://www.expedia.ca/Boca-Chica-Nude-Beach-Key-West.d553248635983994034.Vacation-Attraction)
- [Clarence S. Higgs Memorial Beach Park ](https://www.expedia.ca/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction)
- [Cudjoe Key Vacations ](https://www.expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides)
- [Dredgers Key Vacations ](https://www.expedia.ca/Dredgers-Key.d180165.Destination-Travel-Guides)
- [Dry Tortugas National Park ](https://www.expedia.ca/Dry-Tortugas-National-Park-Key-West.d6091118.Vacation-Attraction)
- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Fleming Key Vacations ](https://www.expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides)
- [Florida Keys Eco - Discovery Center ](https://www.expedia.ca/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Florida Keys National Marine Sanctuary ](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [Fort East Martello Museum and Gallery ](https://www.expedia.ca/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.ca/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Visit Downtown Key West ](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West National Wildlife Refuge ](https://www.expedia.ca/Key-West-National-Wildlife-Refuge-Key-West.d6177705.Vacation-Attraction)
- [Key West Shipwreck Museum ](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Visit Key West ](https://www.expedia.ca/Key-West.dx1187)
- [Lower Florida Keys Vacations ](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)
- [Lower Keys Vacations ](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides)
- [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction)
- [Raccoon Key Vacations ](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)
- [Rockland Key Vacations ](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)
- [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [Stock Island Vacations ](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)
- [Sugarloaf Key Vacations ](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)
- [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

- [Car rental Key West ](https://www.expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Convertible Car Rentals in Key West ](https://www.expedia.ca/Convertible-Car-Rentals-In-Key-West.d1187-tConvertible.Car-Rental-Guide-Class)
- [Pickup Car Rentals in Key West ](https://www.expedia.ca/Pickup-Car-Rentals-In-Key-West.d1187-tPickup.Car-Rental-Guide-Class)

- [Key West Vacation Rentals ](https://www.expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

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