Best Weekend Getaways from Key West
Escape Key West with these perfect weekend trips. Discover the best destinations within driving distance for a refreshing break.
Sometimes you just need to escape the city. Fortunately, Key West is surrounded by incredible destinations perfect for a quick weekend recharge. Whether you're looking for mountains, beaches, charming small towns, or wine country, you'll find amazing options just a short drive away. We've curated the best weekend getaways from Key West to help you plan your next mini-vacation.
Key Takeaways
- Most destinations are within a 2-3 hour drive from Key West
- Options range from relaxing nature retreats to active adventure trips
- Book accommodations 2-3 weeks in advance for weekends
- Consider leaving Friday morning or early Saturday to beat traffic
Top Weekend Getaways
Grand Mountain
Escape to Grand Mountain, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Key West.
🗺️ Weekend Itinerary
Day 1
Start your day at a local cafe with views of Grand Mountain's beautiful surroundings.
Try hiking, biking, or water activities depending on the season.
Unwind at your accommodation or take a peaceful evening stroll.
Day 2
Explore the area's natural beauty with a refreshing morning hike.
Sample local wines or craft beers at a nearby tasting room.
Check out local nightlife with live music or cultural performances.
🏨 Where to Stay
The Grand Mountain Hotel
Quality hotel in Grand Mountain with excellent amenities.
Pearl’s Homestay Matale
Quality hotel in Grand Mountain with excellent amenities.
Walawwa Matale
Quality hotel in Grand Mountain with excellent amenities.
💰 Est. Budget
Sunny Historic Town
Escape to Sunny Historic Town, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Key West.
🗺️ Weekend Itinerary
Day 1
Catch the spectacular sunrise from a popular viewpoint.
Try hiking, biking, or water activities depending on the season.
Unwind at your accommodation or take a peaceful evening stroll.
Day 2
Catch the spectacular sunrise from a popular viewpoint.
Sample local wines or craft beers at a nearby tasting room.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
🏨 Where to Stay
💰 Est. Budget
Mystic Beach
Escape to Mystic Beach, a perfect destination for getaway lovers. Known for its stunning scenery and relaxing atmosphere, it offers a complete change of pace from Key West.
🗺️ Weekend Itinerary
Day 1
Browse local produce and artisan goods at the weekend farmers market.
Sample local wines or craft beers at a nearby tasting room.
Enjoy dinner at a highly-rated restaurant featuring regional cuisine.
Day 2
Explore the area's natural beauty with a refreshing morning hike.
Try hiking, biking, or water activities depending on the season.
Check out local nightlife with live music or cultural performances.
🏨 Where to Stay
Point No Point Resort
Quality hotel in Mystic Beach with excellent amenities.
Fossil Bay Resort
Quality hotel in Mystic Beach with excellent amenities.
Mystic Beach Vacation Home
Quality hotel in Mystic Beach with excellent amenities.
💰 Est. Budget
Practical Information
Best Time to Visit
The best time to visit weekend travel in Key West varies by location. Weekday afternoons typically offer a more relaxed experience, while weekends bring a lively atmosphere. Consider visiting during off-peak hours for shorter wait times.
Average Price
Prices range from $10-50 depending on the location and offerings. Budget-friendly options are available, as well as premium experiences for special occasions.
Parking Tips
Street parking is available near most locations, though it can be limited during peak hours. Consider using public transportation or ride-sharing services in busy areas. Some establishments offer validated parking.
Frequently Asked Questions
Key West offers many excellent weekend trips, each with its own unique character. The best choice depends on your preferences, but our guide highlights the top-rated options that consistently deliver quality experiences.
Timing varies by location, but generally weekday afternoons are less crowded. Weekends and evenings tend to be busier. We recommend checking individual locations for their peak hours and making reservations when possible.
Many weekend trips in Key West welcome families, though some cater more to adults. Check individual listings for specific policies and atmospheres to find the best fit for your group.
Prices vary widely depending on the location and offerings. Budget-friendly options start around $10-20 per person, while premium experiences can range from $30-50+. Most spots fall in the moderate $15-30 range.
For popular spots, especially on weekends, reservations are highly recommended. Some locations operate on a first-come, first-served basis. Check with individual establishments for their policies.
Most locations offer street parking or nearby parking lots. In busy downtown areas, public transportation or ride-sharing services may be more convenient. Check individual listings for specific parking information.
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