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 Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $1,775, price is now CA $1,298 per person
CA $1,298
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.4/10 Exceptional! (1,098 reviews)
The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street.

Reviewed on May 28, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was CA $3,603, price is now CA $2,180 per person
CA $2,180
per person
Jul 8 - Jul 13
just found
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Beautiful property. Excellent service.

Reviewed on May 15, 2026

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
Price was CA $2,828, price is now CA $2,033 per person
CA $2,033
per person
Jul 8 - Jul 13
just found
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (373 reviews)
Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail

Reviewed on May 18, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Price was CA $4,494, price is now CA $3,397 per person
CA $3,397
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (3 reviews)
Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .

Reviewed on Mar 26, 2026

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

3 out of 5
Price was CA $4,493, price is now CA $3,426 per person
CA $3,426
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
7.4/10 Good! (3 reviews)

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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 $266 per night from Jun 29 to Jun 30
CA $266
CA $383 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (1,863 reviews)
"Excellent experience"

Reviewed on May 30, 2026

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 $201 per night from Jun 15 to Jun 16
CA $201
CA $309 total
Jun 15 - Jun 16
includes taxes & fees
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 $173 per night from Jun 7 to Jun 8
CA $173
CA $425 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (187 reviews)
"The mattresses were so comfortable! They supplied everything we needed. The house was clean but the floors could have been vacuumed and mopped better! By going barefoot, we had to wipe our feet off to get in bed. We didn't get to try the restaurant, it didn't open till 11. We would have had breakfast ..."

Reviewed on May 26, 2026

Aqua Lodges at Hurricane Hole Marina
See all 3,115 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

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $61
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $76
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

CA $38
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
See all activities in Stock Island

Frequently asked questions

Can I cancel my flight booking to Stock Island due to COVID-19?
Our convenient Customer Service Portal is where you can get information about changing or canceling your flight due to COVID-19. Before you reserve a seat, it's a good idea to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Stock Island that have flexible change policies?
When it comes to flying these days, flexibility is a must. That's why we've added a "No change fee" filter to help you find flexible, affordable fares to Stock Island. It's on the left of your screen just underneath the "Flexible change policies" heading.
What are some of the general tips for travelers to Stock Island during the COVID-19 outbreak?
The COVID-19 outbreak has affected how the world works in all kinds of ways, including how we can travel safely. These tips will help you navigate these new challenges and prepare you for your vacation in Stock Island:
  • Know what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check government advisories before booking.
  • When you go through airport checkpoints, keep your face mask on. You will be asked to lower it briefly for identification purposes. Anyone refusing to wear a mask may be fined and denied boarding.
  • Do not hand your boarding pass (electronic or paper) directly to a TSA employee. Rather, you should position the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for screening.
  • Remove personal items from your pockets, such as your phone, keys and wallet, and put them in your carry-on rather than the bins. This will minimize handling during the screening process.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Stock Island?
Lock in your seat with Delta and then start planning your Stock Island must-do list. This leading carrier has 191 flights each month to Key West Intl. Airport (EYW), a key gateway.
How can I find cheap tickets to Stock Island?
One of the easiest ways to score cheap tickets to Stock Island is to be flexible with your travel dates. Search for your flights, then click "flexible dates" above the results. It will reveal the cheapest prices for nearby days. The lowest price for a flight to Stock Island in the last seven days was . Booking ahead of time will usually help you get an even bigger bargain.
How much is a flight to Stock Island?
You could have nabbed a return ticket to Stock Island from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this time was .
What are the most popular airports to fly into in Stock Island?
Start arranging your Stock Island escape by booking a ticket on one of the 1119 flights a month to Key West Intl. Airport (EYW). This is the region's main entryway.
When is the cheapest time to fly to Stock Island?
If you'd prefer to spend your hard-earned vacation money getting to know Stock Island rather than on getting there, leave early in the week. The most economical day to travel is normally Tuesday, with Monday coming in second. With many folks traveling on weekends, Saturday often has the costliest ticket prices.
How much is a plane ticket to Stock Island?
In the last seven days, fares to Stock Island cost between and . The early bird catches the worm, so snap up a cheap flight today.
Which airlines with flights to Stock Island employ COVID-19 cleanliness policies?
To help lessen the contact between passengers and aircrew during the ongoing pandemic, airlines have taken physical distancing and other measures to the skies. They include:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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