Jackson Square Tours and Activities

Things to do near Jackson Square

Jackson Square in Key West offers a variety of activities, including enjoying breathtaking sunsets and attending lively festivals. You can take a pleasant stroll through Jackson Square Park, explore the local golf course, and participate in tours available on Mondays. It's an inviting events venue, perfect for immersing yourself in the local culture and enjoying the vibrant atmosphere that the area has to offer.

Shopping

In Jackson Square, visit The Kite House, a charming store just 644m away, and We Cycle Key West, located only 161m away. If you're up for a drive, check out the Big Pine Key Flea Market, which is 46.7km away and offers a unique local vibe.

Recreation

Key West Golf Club, located 6.4km from Jackson Square, offers a relaxing outdoor experience with stunning greens and a vibrant atmosphere. For family-friendly fun, visit the MLK Community Pool & Community Center, just 805m away, where you can enjoy swimming and various recreational activities.

Nightlife

The nightlife in Jackson Square offers a vibrant mix of culture and entertainment. Catch a show at the Waterfront Playhouse, located 644m away, or enjoy the unique performances at the Key West Burlesque Theater, 1.1km away. Don't miss the charm of the Red Barn Theater, just 322m away!

Find the best attractions near Jackson Square

Jackson Square in Key West, Florida, offers a vibrant mix of historic sites, lively streets, and modern squares, perfect for travellers seeking culture and family experiences. Key attractions include the iconic Jackson Square itself, along with nearby tourist spots that showcase the area's rich heritage. Whether you're exploring the charm of Jackson Square or venturing to Jackson Hole, there's plenty to see and do in this beautiful locale.

• Duval Street: Experience the vibrant heart of Key West on Duval Street, a lively thoroughfare filled with shops, bars, and restaurants. Just 161m from Jackson Square, it offers a unique blend of local culture and festive atmosphere, perfect for strolling and people-watching.
• Mallory Square: Located 644m away, Mallory Square is famous for its sunset celebrations. As a modern square, it hosts street performers, local artisans, and food vendors, creating a lively scene that captures the essence of Key West's community spirit.
• Ernest Hemingway Home and Museum: Just 483m from Jackson Square, this historic house invites you to explore the life of the famed author. Immerse yourself in the rich culture and history as you tour the beautifully preserved home and gardens.

Best time to go to Jackson Square

Visitor numbers around Jackson Square is generally unchanged in popularity throughout the year. The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain (Dry)	Mostly Sunny	Average	Average
February	72.1°F (22.3°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	73.4°F (23.0°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain (Dry)	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	Slightly High	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	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	Average	Average
December	73.9°F (23.3°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average

Booking tips and Expedia advantages for Jackson Square

To save money during your visit to Jackson Square, consider exploring free attractions like Duval Street, Mallory Square, and the Southernmost Point. Plan your trip between August and October for lower accommodation prices, and book your hotel about a month in advance for the best rates. Look for last-minute deals on Expedia, particularly on Tuesdays, which tend to be the cheapest days to stay. Combine your hotel, flights, and activities through Expedia packages for additional savings, and use their search tool to filter options based on your budget and preferences.

• 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. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• 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 options based on your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, simply arrange 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.