Stock Island Vacation Packages 2024 from $959

The Latest Stock Island Vacation Packages

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

Ridley House - Key West Historic Inns

Key West Historic District

Save 100% on your flight

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (656 reviews)

My wife and I went for a fast fun trip. The facility was very nice but a little run down. The bedding was fantastic, food delicious esp over night oats. Staff was very nice. Needs to fix small things but these small things like fence, paint, some wear areas .. then inn would have been so much better. But overall great time great location potential to be great inn.

Reviewed on Jun 7, 2024

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (1,007 reviews)

Location, service, the property in general, a first class experience.

Reviewed on Jun 3, 2024

Southernmost Beach Resort

Old Town Key West

Save 100% on your flight

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.2/10 Very Good! (1,888 reviews)

Always a great place to stay and good location to everything.

Reviewed on Jun 7, 2024

Hyatt Vacation Club at Windward Pointe, Key West

per person

Jul 14 - Jul 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (828 reviews)

I would say this facility was great but needs more entertainment in the pool area. Only had a dj from 1pm-3pm and it was awesome.

Reviewed on Jun 7, 2024

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

per person

Aug 1 - Aug 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

6.6/10 (1,006 reviews)

Perfect for vacation getaway

Reviewed on Jun 7, 2024

Stock Island Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Key West Intl. Airport (EYW)
Population	3,900

Stock Island Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Fully refundableReserve now, pay when you stay

$176

$257 total

includes taxes & fees

Jun 16 - Jun 17

8.8/10 Excellent! (1,535 reviews)

Beautiful Resort

"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other."

Reviewed on Jun 5, 2024

The Perry Hotel & Marina Key West

7001 Shrimp Road, Key West, FL

Fully refundableReserve now, pay when you stay

$190

$272 total

includes taxes & fees

Jun 23 - Jun 24

9.2/10 Wonderful! (1,007 reviews)

Thumbs up!

"Very nice hotel. Dining room with good service. Food was wonderful. Nice wine list! Rooms large, modern and clean."

Reviewed on Jun 6, 2024

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Fully refundableReserve now, pay when you stay

$210

$299 total

includes taxes & fees

Jul 7 - Jul 8

8.4/10 Very Good! (1,779 reviews)

"Staff was very welcoming and accommodating to our needs like late checkout etc"

Reviewed on Jun 6, 2024

See all 3,017 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.

Frequently asked questions

How much does a Stock Island vacation package cost?

Our Stock Island packages, which start at just $959, 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.

Discover the most popular places to visit in Stock Island

Duval Street

4.5/5(3,475 reviews)

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.

Mallory Square

4.5/5(3,096 reviews)

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.

Smathers Beach

4/5(1,151 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

What to do in Stock Island

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

$130

Per adult

100% of travellers recommend

Key West Half Day Kayak Rental

$30

Per adult

88% of travellers recommend

Key West Back-Country Eco Tour with Snorkel

$189

Per adult

100% of travellers recommend

See all activities in Stock Island

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

Expedia Rewards is now One Key™

Stock Island Vacations from $959

Book a Hotel + Flight or Car together to unlock savings

The Latest Stock Island Vacation Packages

Ridley House - Key West Historic Inns

Pier House Resort & Spa

Southernmost Beach Resort

Hyatt Vacation Club at Windward Pointe, Key West

Casa Marina Key West, Curio Collection by Hilton

Stock Island Essential Information

Stock Island Hotel Deals

All Inclusive Vacations

Beach Vacations

Kid Friendly Vacations

Frequently asked questions

Discover the most popular places to visit in Stock Island

Duval Street

Mallory Square

Smathers Beach

What to do in Stock Island

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Key West Half Day Kayak Rental

Key West Back-Country Eco Tour with Snorkel

Other vacations you might like