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
Price was CA $2,291, price is now CA $1,403 per person
CA $1,403
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,722 reviews)
Nice rooms. Pool water needs attention due to some algae growth on bottom.

Reviewed on Aug. 21, 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $3,414, price is now CA $2,081 per person
CA $2,081
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (366 reviews)
everything was easy and staff was very helpful!

Reviewed on Aug. 18, 2025

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $2,710, price is now CA $1,716 per person
CA $1,716
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (775 reviews)
The property is cute with its own unique vibe. Our room did smell a bit musty, but it’s damp south Florida…so I took that with a grain of salt. There was some mold in our bathroom grout also, but I wasn’t in the mood to complain about something so petty. One thing I will rave about was Jefferson, he was working at the pool bar and not only was he a joy to talk to, he made a great drink!

Reviewed on Aug. 19, 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Price was CA $3,594, price is now CA $2,314 per person
CA $2,314
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
The bathroom was very nice. The rest of the room was just ok. The common hallway had trash on the floor for the entire weekend. Nobody swept the floor at all. For the money you pay there are better hotels.

Reviewed on Aug. 18, 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was CA $2,747, price is now CA $1,803 per person
CA $1,803
per person
Nov 9 - Nov 16
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Beautiful property with several private pools. The front desk was very helpful in helping us get bikes delivered. They were always helping people and answering questions.The breakfast is perfect to get your day started. We will definitely return.

Reviewed on Aug. 22, 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
The price is CA $232 per night from Sep 2 to Sep 3
CA $232
CA $341 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."

Reviewed on Aug. 18, 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
The price is CA $176 per night from Sep 7 to Sep 8
CA $176
CA $278 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,066 reviews)
"The bed was pretty good, but definitely not the best I’ve stayed in for the price. The view of the room was great. The internet was good, but would drop every 2-3 hours or so. The first night I stayed there, the room was equipped with only 2 towels when the reservation was made for 2 adults and 2 ..."

Reviewed on Aug. 14, 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 $82 per night from Aug 24 to Aug 25
CA $82
CA $325 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (161 reviews)
"We LOVED the aqualodges, the staff was amazing especially Jose! We will absolutely be back"

Reviewed on Aug. 17, 2025

Aqua Lodges at Hurricane Hole Marina
See all 3,138 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 $234
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 $4,129
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 $187
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 $1,403, 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.