Title: Stock Island Vacation Packages 2026 from $1,143 | Expedia.com [Stock Island Travel Guide](https://expedia.com/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.com/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Vacation Rentals in Stock Island](https://expedia.com/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[Flights to Stock Island](https://expedia.com/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.com/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Car Rentals in Stock Island](https://expedia.com/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Stock Island Vacations from $1,143 ## 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. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West $1,143 per person Apr 14 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9.6/10 Exceptional! (1,002 reviews) Said there was beach There is no beach Our initial flight was cancelled we re-rebooked for two days later The hotel would not refund the 2 nights We will reach out again to Expedia but hotel is. also very difficult to reach a live person Reviewed on Feb 5, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District $1,845 per person Apr 14 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay! Reviewed on Jan 28, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West $1,317 per person Apr 14 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms Reviewed on Feb 6, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina $1,218 per person Apr 14 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Yes, clean, good service Reviewed on Feb 6, 2026 ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town $1,172 per person Apr 14 - Apr 19 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.8/10 Excellent! (1,749 reviews) Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay! Reviewed on Feb 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Stock Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Stock Island ![S2KBYX](https://images.trvl-media.com/place/6184527/e41320c9-13b3-49ef-aee1-b36c8c0f050a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Stock-Island-Yacht-Club-Marina-Stock-Island.d6184527.Vacation-Attraction) ![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Key-West-Golf-Club-Stock-Island.d6163814.Vacation-Attraction) ![D1P59F Florida Key West Florida Keys Key West Tropical Forest & and Botanical Garden frost-free nature trail](https://images.trvl-media.com/place/553248621532652302/ff90846c-80b3-4135-908b-f5dbc55ba1f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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 seaside or experience its lively festivals. [](https://expedia.com/Key-West-Tropical-Forest-And-Botanical-Garden-Stock-Island.d553248621532652302.Vacation-Attraction) ### What to do in Stock Island ![Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour](https://mediaim.expedia.com/localexpert/5210842/5976b681-8e86-4088-9b81-d36100c5f7b1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour $126 per adult **96%** of travellers recommend [](https://expedia.com/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-tour.a5210842.activity-details) ![Entertainer in character at the Shipwreck Treasure Museum in Key West](https://mediaim.expedia.com/localexpert/191533/0194ef1a-54dc-4244-9dae-801c2ad37537.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Shipwreck Treasure Museum Tickets $19 per adult **78%** of travellers recommend [](https://expedia.com/things-to-do/shipwreck-treasure-museum-tickets.a191533.activity-details) ![Epic Sandbar Safari With Dolphin Playground Experience In Key West](https://mediaim.expedia.com/localexpert/46174004/e657126b-612f-4e3b-896d-a6bebdff5e71.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Sandbar Safari & Dolphin Playground Experience With Food & Drinks $126 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/key-west-sandbar-safari-dolphin-playground-experience-with-food-drinks.a46174004.activity-details) [See all activities in Stock Island](https://expedia.com/things-to-do/search?rid=180166) ## Stock Island Hotel Deals ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue Key West FL Fully refundableReserve now, pay when you stay $397 nightly $447 total Feb 9 - Feb 10 Total with taxes and fees 8.8/10 Excellent! (1,795 reviews) The room was spotless. The resort was quiet and well maintained. The staff was very helpful. Check in and check out went very smoothly. My only complaints were that I was unable to order in-room breakfast as the phone was never answered. Also, the edges of the mattress were pretty soft. Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=180166) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Perry Hotel & Marina Key West 7001 Shrimp Road Key West FL Fully refundableReserve now, pay when you stay $434 nightly $488 total Mar 1 - Mar 2 Total with taxes and fees 9.4/10 Exceptional! (1,205 reviews) The Perry Hotel was a great experience. Traveled with a friend and stayed in a Mangrove room. Rooms were clean and well cared for. Pool and outside area is clean too. Although outside of downtown, there is a free shuttle that takes you downtown. If you are planning a specific time to go into town, ... Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=17313680&PinnedHotelID=17313680&HadPinnedHotel=true®ionId=180166) ![Aqua Lodges at Hurricane Hole Marina](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aqua Lodges at Hurricane Hole Marina 5130 Overseas Hwy Key West FL $382 nightly $430 total Mar 1 - Mar 2 Total with taxes and fees 8.8/10 Excellent! (175 reviews) Communication was quick and friendly, the houseboat was clean, and the location is wonderful. Great restaurant on site, and more good food and happy hours within easy walking distance. Highly recommended! Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=89832384&PinnedHotelID=89832384&HadPinnedHotel=true®ionId=180166) [See all 3,143 properties in Stock Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F8%2F2026&endDate=2%2F9%2F2026®ionId=180166) 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 ### Things to do in and around Stock Island Stock Island offers a variety of activities suitable for families and business travelers alike. Enjoy a day trip exploring the vibrant shopping areas and malls, or unwind at a nearby golf course. Don’t miss out on the unique Keys experiences and popular attractions that highlight the charm of this tropical paradise. Stock Island is the perfect destination for a memorable vacation filled with fun and relaxation. **Shopping** Experience shopping in Stock Island at [The Kite House](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction) and We Cycle Key West, both located 4 miles away. For a unique vibe, visit the [Big Pine Key Flea Market](https://www.expedia.com/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction), 25 miles from Stock Island, where you can find a variety of local goods and souvenirs. **Recreation** At [Key West Golf Club](https://www.expedia.com/Key-West-Golf-Club-Stock-Island.d6163814.Vacation-Attraction), enjoy a refreshing day on the greens surrounded by lush landscapes. Nearby, the [Key West Burlesque Theater](https://www.expedia.com/Key-West-Burlesque-Theater-Old-Town-Key-West.d553248621532652629.Vacation-Attraction) offers a captivating mix of culture and entertainment. For family fun, visit the [MLK Community Pool & Community Center](https://www.expedia.com/MLK-Community-Pool-Community-Center-Old-Town-Key-West.d553248621532652610.Vacation-Attraction), where you can unwind and swim in a welcoming atmosphere. **Adventure** In Stock Island, explore the vibrant waters through thrilling kayaking adventures, or embark on a fishing charter to reel in local catches. Experience the excitement of jet skiing along the coast, and discover the underwater world while snorkeling in the beautiful reefs nearby. **Nightlife** For an exciting nightlife experience in Stock Island, check out local hotspots like The Perry Hotel and Hogfish Bar & Grill, where you can enjoy live music, delicious seafood, and vibrant bars. The atmosphere is laid-back yet lively, perfect for unwinding after a day of exploring the Florida Keys. \*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, Florida, is an ideal destination for family, city, and business-themed vacations. Visitors can explore beautiful beaches, marinas, and the island's unique charm, catering to those seeking outdoor adventures and cultural experiences. Key attractions include the Stock Island Marina and various local points of interest, offering a perfect blend of relaxation and exploration for every type of traveler. - **[Smathers Beach: ](https://www.expedia.com/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)** Located 3 miles from Stock Island, Smathers Beach offers a quintessential beach experience with its soft sand, clear waters, and vibrant atmosphere. Enjoy sunbathing, swimming, and various water sports while soaking up the laid-back beach vibes. - **[Stock Island Yacht Club & Marina: ](https://www.expedia.com/Stock-Island-Yacht-Club-Marina-Stock-Island.d6184527.Vacation-Attraction)** Situated within Stock Island, this marina is perfect for adventure seekers. Experience outdoor activities like boating and fishing, all while enjoying the refreshing coastal breeze and beach vibes surrounding the club. - **[Key West Tropical Forest and Botanical Garden: ](https://www.expedia.com/Key-West-Tropical-Forest-And-Botanical-Garden-Stock-Island.d553248621532652302.Vacation-Attraction)** This serene botanical garden, also located in Stock Island, is ideal for families and couples. Stroll through lush landscapes and discover diverse plant species, making it a romantic and peaceful outdoor retreat. ### 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 71.1°F (21.7°C) | No Rain | Mostly Sunny | Slightly High | Average | | February | 72.1°F (22.3°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | March | 73.4°F (23.0°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | April | 76.8°F (24.9°C) | No Rain | Mostly Sunny | Average | Slightly High | | May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Average | Average | | July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Average | Average | | August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 73.9°F (23.3°C) | No Rain | Mostly Sunny | Average | Average | ### Tips to save on your trip to Stock Island - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Stock Island. - 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. ## 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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