Stock Island Vacations from $794
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Stock Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,611 reviews)
We had an awesome girls trip here! The staff were accommodating in putting our two rooms next to each other. The 3 pools/pool bars are great and have fun activities daily! It’s so close to everything either a quick walk or Uber got us everywhere we needed to go. We will definitely be back!
Reviewed on Jul 30, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Don't see what you're looking for?
See all available trips from Columbus to Stock Island
View all tripsDiscover the most popular places to visit in Stock Island
Stock Island Yacht Club & Marina
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
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
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.
What to do in Stock Island
Guided Night Kayak Adventure Tour in Luminous Lagoon
$85
per adult
74% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$170
per adult
100% of travellers recommend
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
$2,999
per adult
Stock Island Hotel Deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $232 total per night from Aug 12 to Aug 13
$232 total
Aug 12 - Aug 13
Total includes taxes and fees
8.8/10 Excellent! (1,697 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
The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $228 total per night from Aug 14 to Aug 15
$228 total
Aug 14 - Aug 15
Total includes taxes and fees
9.4/10 Exceptional! (1,045 reviews)
"We loved our stay at the Perry resort, they should rename it the Triple J Resort. Jayme, Johny and Jeremy absolutely made our stay!"
Reviewed on Jul 27, 2025
Aqua Lodges at Hurricane Hole Marina
5130 Overseas Hwy, Key West, FL
$229 nightly
The price is $258 total per night from Aug 11 to Aug 12
$258 total
Aug 11 - Aug 12
Total includes taxes and 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
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.
Find the Best Stock Island Vacation Packages
Stock Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Population | 3,900 |
More vacations you might like
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Key West Hotels
- All-inclusive Resorts in Key West
- Hotels near Key West Golf Club
- Hotels near Key West Tropical Forest and Botanical Garden
- Key Haven Hotels
- Cow Key Hotels
- Raccoon Key Hotels
- Cottages in Raccoon Key
- 4 Star Hotels in Raccoon Key
- B&B in Raccoon Key
- Vacation Homes in Raccoon Key
- Villas in Raccoon Key
- Resorts in Raccoon Key
- Apartments in Raccoon Key
- Houseboats in Cow Key
- Hotels near Robbie's
- Vacation Homes in Cow Key
- Condo Rentals in Cow Key
- Resorts in Cow Key
- B&B in Cow Key
- Apartments in Cow Key
- Villas in Cow Key
- RV Parks in Cow Key
- 5 Star Hotels in Cow Key
- Guest Houses in Cow Key
- Cottages in Cow Key
- 4 Star Hotels in Cow Key
- Condo Resorts in Cow Key
- Hotels near Stock Island Yacht Club & Marina
- Hotels near New Town
- Flights to Key West
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights to Raccoon Key
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Atlanta (ATL) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Charlotte (CLT) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Jacksonville (JAX) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from Raleigh (RDU) to Key West (EYW)
- Flights from Indianapolis (IND) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from Pittsburgh (PIT) to Key West (EYW)
- Flights from St. Louis (STL) to Key West (EYW)
- Flights from Columbus (CMH) to Key West (EYW)
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Cleveland (CLE) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Pensacola (PNS) to Key West (EYW)
- Flights from Cincinnati (CVG) to Key West (EYW)
- Flights from Houston (IAH) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Charleston (CHS) to Key West (EYW)
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Louisville (SDF) to Key West (EYW)
- Flights from Hartford (BDL) to Key West (EYW)
- Flights from Albany (ALB) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Norfolk (ORF) to Key West (EYW)
- Flights from Providence (PVD) to Key West (EYW)
- Flights from Denver (DEN) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Memphis (MEM) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Omaha (OMA) to Key West (EYW)
- Flights from Knoxville (TYS) to Key West (EYW)
- Flights from Tulsa (TUL) to Key West (EYW)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.