Stock Island Vacation Packages
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Top Stock Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
CA $4,724
per person
Oct 24 - Oct 30
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Ready to book your vacation to Stock Island?
Stock Island Hotel Deals
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
CA $170
CA $276 total
Aug 25 - Aug 26
includes taxes & fees
9.4/10 Exceptional! (1,329 reviews)
"Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing"
Reviewed on Aug 17, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
CA $204
CA $313 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,838 reviews)
"The room was clean and smells clean. Staffs are very helpful and greeted me enthusiastically. It was a place that I was expecting to be in and relax after a long drive. The pool was nice, heated and relaxing. Highly recommended."
Reviewed on Aug 17, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $191
CA $317 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (3,534 reviews)
"Part of the reason I booked this hotel was it had beach access? Well, the beach was completely covered in 3 to 6 feet of seaweed. No mention of it when booking the hotel. Or I would have made other arrangements The staff was excellent. The rooms were a little dated the room was clean, but some of ..."
Reviewed on Aug 18, 2026
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.
Stay near popular Stock Island attractions
Stock Island Yacht Club & Marina
9.2/10 (8,513 reviews)
Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.
Key West Golf Club
8.4/10 (163 reviews)
Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.
Key West Tropical Forest and Botanical Garden
8.0/10 (9 reviews)
Enjoy the beautiful sunsets and explore Key West Tropical Forest and Botanical Garden, a lovely green space in Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
Florida Keys Community College Library
After visiting Florida Keys Community College Library, make a plan to see the other sights and activities in Key West.
Tennesse Williams Fine Art Center
You can get tickets for a performance at Tennesse Williams Fine Art Center on your trip to Key West.
What to do in Stock Island
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Frequently asked questions
How much does a Stock Island vacation package cost?
Our Stock Island packages, which start at just CA $1,380, 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.
Explore a world of travel with Expedia
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- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from San Francisco (SFO) to Key West (EYW)
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- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Regina (YQR) to Key West (EYW)
- Flights to Raccoon Key
- Flights from Syracuse (SYR) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Vancouver (YVR) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Montreal (YUL) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Edmonton (YEG) to Key West (EYW)
- Flights from Kailua-Kona (KOA) to Key West (EYW)
- Flights from Halifax (YHZ) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Seattle (SEA) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Stock Island
- Crane Point Museum and Nature Center
- Fort Zachary Taylor Historic State Park
- Key West Lighthouse and Keeper's Quarters Museum
- Harry S. Truman Little White House
- Veterans Memorial Park & Beach
- Mallory Square
- Sombrero Beach
- Marathon Vacations
- South Beach
- All inclusive Vacation Packages Key West
- Clarence S. Higgs Memorial Beach Park
- Duval Street
- Visit Key West
- Visit Downtown Key West
- Smathers Beach
- Visit Cow Key
- Seven Mile Bridge
- Mel Fisher Maritime Museum
- Key West Vacations
- Southernmost Point
- Sunset Park Beach
- Fort East Martello Museum and Gallery
- Calusa Beach
- Key West Shipwreck Museum
- Curry Hammock State Park
- Boca Chica Nude Beach
- Florida Keys Eco - Discovery Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
