Stock Island Vacations from $451

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The Latest Stock Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Lighthouse Hotel - Key West Historic Inns
Hyatt Vacation Club at Windward Pointe, Key West
The Perry Hotel & Marina Key West
Oceans Edge Key West Resort, Hotel & Marina
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Discover the most popular places to visit in Stock Island

What to do in Stock Island

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
$219 nightly
The price is $247 total per night from Sep 2 to Sep 3
$247 total
Sep 2 - Sep 3
Total includes taxes and fees
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."

Reviewed on Aug 18, 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
$178 nightly
The price is $201 total per night from Sep 4 to Sep 5
$201 total
Sep 4 - Sep 5
Total includes taxes and fees
9.4/10 Exceptional! (1,068 reviews)
"The bed was pretty good, but definitely not the best I’ve stayed in for the price. The view of the room was great. The internet was good, but would drop every 2-3 hours or so. The first night I stayed there, the room was equipped with only 2 towels when the reservation was made for 2 adults and 2 ..."

Reviewed on Aug 14, 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
$209 nightly
The price is $236 total per night from Aug 24 to Aug 25
$236 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (161 reviews)
"We LOVED the aqualodges, the staff was amazing especially Jose! We will absolutely be back"

Reviewed on Aug 17, 2025

Aqua Lodges at Hurricane Hole Marina
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.

Things to do in and around Stock Island

Stock Island offers a delightful mix of outdoor activities perfect for families and city-themed vacations. Enjoy shopping at local malls and exploring vibrant shopping areas. For the adventurous, consider a day trip to discover the unique experiences the Florida Keys have to offer, along with popular attractions that highlight the area's charm. Whether you're hitting the golf course or soaking up the sun, Stock Island has something for everyone.

Shopping

In Stock Island, enjoy shopping at We Cycle Key West and The Kite House, both just 4 miles away. For a unique experience, visit the Big Pine Key Flea Market, located 25 miles away, offering a vibrant atmosphere with various local vendors and treasures.

Recreation

At Key West Golf Club, immerse yourself in the tranquil outdoor setting while enjoying a round of golf amidst lush landscapes. For a blend of culture and entertainment, visit Key West Burlesque Theater, offering captivating performances. Alternatively, relax at MLK Community Pool, perfect for family fun and recreation.

Adventure

Experience the thrill of water sports at Stock Island Marina Village, offering kayaking, paddleboarding, and fishing charters. For an adrenaline rush, try jet skiing or take a sunset cruise. Nearby, explore the unique ecosystem on a guided eco-tour through the beautiful mangroves and wetlands.

Nightlife

Stock Island's nightlife is vibrant and laid-back. Visit the Hogfish Bar & Grill for fresh seafood and live music, or stop by the nearby Sunset Lounge to enjoy tropical cocktails while watching the sunset. Wind down at the local pubs where you can mingle with friendly locals and fellow travelers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Stock Island

Stock Island is a fantastic destination for outdoor and family-themed vacations, featuring beautiful beaches, marinas, and island experiences. Explore the Stock Island Marina and enjoy a variety of activities that highlight the area’s culture and natural beauty. Whether you're looking to relax on the beach or engage in outdoor adventures, Stock Island has something for everyone to enjoy.

  • Smathers Beach: Located 3 miles from Stock Island, Smathers Beach offers beautiful sandy shores and a vibrant atmosphere perfect for relaxation and sunbathing. With its stunning views of the Atlantic Ocean, it’s an ideal spot for swimming, beach games, or simply soaking up the sun.
  • Stock Island Yacht Club & Marina: Situated within Stock Island, this marina features outdoor adventures and beach vibes. Rent a boat or partake in water sports, and enjoy the scenic views while unwinding at the waterfront bar and restaurant.
  • Key West Tropical Forest and Botanical Garden: Nestled in Stock Island, this botanical garden is a tranquil oasis for families and couples alike. Explore lush landscapes, diverse plant species, and picturesque walking trails, making it perfect for a romantic stroll or a family outing.

Best time to go to Stock Island

The best time to visit Stock Island, Key West can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Stock Island, Key West falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Stock Island, Key West falls in January, visitor numbers are slightly high and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnySlightly HighAverage
February72.1°F (22.3°C)No RainMostly SunnySlightly HighSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Stock Island

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Stock Island.
  • Consider traveling to Stock Island during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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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.