Stock Island Vacation Packages

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Top Stock Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great place, huge rooms, 2 bathrooms, washer and dryer, screened in porch. Covered parking. Pool and games for lids. We had a great time.

Reviewed on Jul. 29, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Beautiful place ,the price incredible ,but the view from my balcony is the best , I fall in love with my apt/room .

Reviewed on Jul. 30, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Beautiful with excellent customer service. I very much enjoyed being here and didnt want to leave

Reviewed on Jul. 27, 2025

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
8.4/10 Very Good! (304 reviews)
Kathy needs to get a raise !!! Pay that woman !!!

Reviewed on Jun. 9, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️

Reviewed on Jul. 28, 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 $210 per night from Aug 12 to Aug 13
CA $210
CA $317 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (1,700 reviews)
"I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay"

Reviewed on Jul. 29, 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 $209 per night from Aug 17 to Aug 18
CA $209
CA $315 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (1,045 reviews)
"This is our second time visiting The Perry, and albeit we were sad to find out our favorite couple at the front desk had left, we still enjoyed every minute! All the staff is very amicable and serviceable - including the bartenders at the Salty Oyster!! Happy hour (4-6pm) is fantastic - 50% off drinks ..."

Reviewed on Jul. 29, 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 $105 per night from Aug 10 to Aug 11
CA $105
CA $350 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (160 reviews)
"The place was great. There’s just a place right next to the property that they gut fish."

Reviewed on Jul. 27, 2025

Aqua Lodges at Hurricane Hole Marina
See all 3,152 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 $232
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 $209
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 $1,271, 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.