Jackson Square Tours and Activities

Things to do near Jackson Square

At Jackson Square in Key West, immerse yourself in vibrant sunsets, lively festivals, and scenic biking. Enjoy your leisure time at local attractions, where you can catch music concerts and relax on the sun terrace. This lively area offers a delightful mix of activities that reflect the unique charm of the region, making it a perfect spot for visitors to unwind and experience the local culture.

Shopping

For a delightful shopping experience in Jackson Square, visit We Cycle Key West, just 161m away, and The Kite House, located 644m away, for unique gifts and souvenirs. If you're up for a drive, check out the Big Pine Key Flea Market, 46.7km away, for local treasures.

Recreation

Experience the tranquil ambiance at the Key West Golf Club, located 6.4km from Jackson Square, where lush greens and outdoor sports create a perfect wellness escape. Alternatively, the MLK Community Pool & Community Center, only 805m away, offers a family-friendly atmosphere for swimming and relaxation.

Adventure

At Jackson Square, immerse yourself in vibrant street performances and local art. Explore nearby waters with paddleboarding or kayaking, or indulge in a thrilling sunset sail. Don’t miss the historic architecture and lively atmosphere, making it a perfect spot for adventurous exploration in Key West.

Nightlife

In Jackson Square, the vibrant nightlife includes the Waterfront Playhouse, 644m away, and the intimate Red Barn Theater, only 322m from the square, both offering rich cultural experiences. For a unique twist, visit the Key West Burlesque Theater, 1.1km away, for an entertaining evening.

Find the best attractions near Jackson Square

Jackson Square in Key West offers a vibrant mix of historic houses, lively streets, and a modern square, making it an ideal spot for culture seekers, families, and city explorers alike. Visitors can enjoy the beautiful Jackson Square Park, explore various attractions, and immerse themselves in the local atmosphere. Whether you're strolling through the park or visiting iconic spots, there's something for everyone in this charming area.

• Duval Street: A vibrant hub of activity, Duval Street is lined with eclectic shops, lively bars, and local eateries. Experience the bustling city vibes while enjoying street performers and a variety of entertainment options.
• Mallory Square: Known for its stunning sunsets, Mallory Square is a modern square that hosts street performers, artisanal vendors, and live music. The lively atmosphere makes it a perfect spot to unwind and soak in the local culture.
• Ernest Hemingway Home and Museum: Step back in time at the Ernest Hemingway Home and Museum, where the renowned author lived and wrote. This historic house offers a glimpse into his life and showcases beautiful gardens, adding a rich cultural vibe to your visit.

Best time to go to Jackson Square

The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January and January are its coolest month on average. At the time of January, visitor numbers are average and weather is mostly sunny.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain	Mostly Sunny	Average	Average
January	71.1°F (21.7°C)	No Rain	Mostly Sunny	Average	Average
February	72.1°F (22.3°C)	No Rain	Mostly Sunny	Average	Slightly High
February	72.1°F (22.3°C)	No Rain	Mostly Sunny	Average	Slightly High
March	73.4°F (23.0°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
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	Average	Average
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
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	Slightly Low	Slightly Low
September	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
October	80.8°F (27.1°C)	Light Rain	Mostly Sunny	Slightly Low	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
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
December	73.9°F (23.3°C)	No Rain	Mostly Sunny	Average	Average

Booking tips and Expedia advantages for Jackson Square

To save money during your visit to Jackson Square, plan your trip from August to October when hotel rates are lower. Book your accommodation about a month in advance, or check Expedia for last-minute deals. Stay on a Tuesday for the best rates and consider using Expedia's filters to find eco-friendly hotels within your budget. Combine your hotel, flights, and activities for additional savings through package deals. Don't forget to explore free activities in the area to make the most of your trip without breaking the bank.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
• The best time to book a hotel: The cheapest time to book a hotel around Jackson Square is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay at Jackson Square with your flights and activities through an Expedia package.