Stock Island Vacation Packages

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Top Stock Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
Nice and comfortable rooms. We found the microwave in ours very useful. Very limited food options at the resort itself and the lunch menu is much better than the dinner menu. There is a kiddies food menu but none of the staff tell you about it if you dine with kids. The pools were very hot for the time of year we were there. The shuttle to town is very handy.

Reviewed on Aug. 10, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.6/10 Exceptional! (1,015 reviews)
Bed comfort was good

Reviewed on Aug. 7, 2025

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,055 reviews)
Great experience overall! Clean hotel and pool, great local food and convenient shuttle service to downtown Key West. We did on site laundry… were told one price for a bag of clothing and were charged another, even though all items fit into their laundry bag and closed. We had the mimosa package special upon booking and it was never delivered upon, they stated we would get that refunded to us. Those were our only two complaints!

Reviewed on Aug. 5, 2025

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (269 reviews)
Great place. Going back for sure

Reviewed on Aug. 8, 2025

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
7.8/10 Good! (1,004 reviews)
The cookies were to die for. Its the small things sometimes!

Reviewed on Aug. 7, 2025

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Stock Island Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Aug 11 to Aug 12
CA $217
CA $324 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,711 reviews)
"clean"

Reviewed on Aug. 7, 2025

Oceans Edge Key West Resort, Hotel & Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 11 to Aug 12
CA $174
CA $275 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (1,057 reviews)
"Great experience overall! Clean hotel and pool, great local food and convenient shuttle service to downtown Key West. We did on site laundry… were told one price for a bag of clothing and were charged another, even though all items fit into their laundry bag and closed. We had the mimosa package ..."

Reviewed on Aug. 5, 2025

The Perry Hotel & Marina Key West
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy, Key West, FL
The price is CA $80 per night from Aug 12 to Aug 13
CA $80
CA $321 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (160 reviews)
"The stay was beautiful"

Reviewed on Jul. 30, 2025

Aqua Lodges at Hurricane Hole Marina
See all 3,169 properties in Stock Island
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.
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What to do in Stock Island

Key West Back-Country Eco Tour with Snorkel

Key West Back-Country Tour with Snorkel - Drive Your Own Boat

CA $233
per adult
100% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
Dry Tortugas National Park Day Trip by Axopar 37 XC

Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

CA $4,110
per adult
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Key West Jetski Island Tour - Free Pick-up - Free 2nd Rider

Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider

CA $186
per adult
96% of travellers recommend
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
See all activities in Stock Island

Frequently asked questions

How much does a Stock Island vacation package cost?
Our Stock Island packages, which start at just CA $854, are the easiest way to save. Pick and choose your preferred hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Stock Island?
Crafting your own Stock Island vacation package with Expedia is a simple way to save. We offer more than 550 air carriers and 1,000,000 hotel options globally. With such a fantastic range to choose from, you'll have no issues putting together your dream vacation.
Where should I stay in Stock Island?
With interesting attractions like Smathers Beach and Key West Art and Historical Society in this neighborhood, look for a hotel located near them. Key West Golf Club is another Stock Island hot spot that draws in the crowds.
What are the top hotels in Stock Island?
If it's your first visit to Stock Island, book a room at Welcome Aboard or Oceanfront 3 Bedroom Condo - 6 Pools. Both offer comfortable beds and are favorites with lots of travelers.
How far in advance should I book my Stock Island vacation?
It's always wise to book early. Air carriers usually advertise flights up to 12 months in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Boss just told you to take all your vacation days next month? That's fine too — Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Stock Island travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Stock Island package however you want. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a Stock Island travel package?
So many places to go, so many things to see. With a package, you can tick more of them off your list. Bundle your hotels, flights and rental cars and make big savings.
Can I choose my airline with a Stock Island Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines throughout the world, so you can tailor your Stock Island vacation according to your needs and budget.
If I'm not able to travel, can I cancel my Stock Island vacation package?
Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.