Winter Date Night Ideas in Miami, FL

Best winter date nights in Miami, FL include Coral Gables Gallery Night (Free), Espanola Way (Free), Museum of Contemporary Art North Miami (Free-$10), Schnebly Redland's Winery & Brewery ($15-25), and Bill Baggs Cape Florida State Park ($8). Add ice skating or a holiday lights walk for the full seasonal experience.

21 places12 freeOct 2026
Everglades National Park — Shark Valley

You will see alligators. Paved trail. Arrive early.

36000 SW 8th St, Miami, FL 33194 · Daily 8:30am-6pm; Tram tours run throughout the day · Ages 3–16

$15-35
Everglades Holiday Park

Airboat ride, then hold a baby gator. Every 20 minutes.

21940 Griffin Rd, Fort Lauderdale, FL 33332 · Daily 9am-5pm (tours depart every 20 min) · Ages 0–16

$35-40
Bill Baggs Cape Florida State Park

$8. Uncrowded beach, lighthouse, bike paths, lunch on the sand.

1200 S Crandon Blvd, Key Biscayne, FL 33149 · Daily 8am-sundown; lighthouse tours Thu-Mon 10am & noon · Ages 0–16

$8
Perez Art Museum Miami

Free second Saturdays. Under 6 always free. Next to Frost Science.

1103 Biscayne Blvd, Miami, FL 33132 · Mon, Fri-Sun 11am-6pm; Thu 11am-9pm; closed Tue-Wed · Ages 0–14

Free-$16
Wynwood Walls

$12 for the Walls. Surrounding blocks of murals are free.

2516 NW 2nd Ave, Miami, FL 33127 · Daily 10:30am-6:30pm, last entry 6pm

$12
Wynwood Arts District

Hundreds of free murals. New ones constantly. Go daytime.

NW 2nd Ave between 21st and 29th Streets, Miami, FL 33127 · Always open (galleries vary)

Free
Perez Art Museum Miami

Free second Saturdays. The building alone is worth the trip.

1103 Biscayne Blvd, Miami, FL 33132 · Mon, Fri-Sun 11am-6pm; Thu 11am-9pm; closed Tue-Wed

$16
South Beach Art Deco District

World's largest Art Deco district. Free to walk. Morning or sunset.

Ocean Drive, Miami Beach, FL 33139 · Always open; guided tours daily 10:30am

Free
Little Havana Neighborhood

Domino Park, ventanita coffee, cigars. Free to walk.

Calle Ocho (SW 8th Street), Miami, FL 33135 · Neighborhood always open; guided tours typically 10am-2pm

Free-$70
Bayside Marketplace

Free to walk. Bay views. Daily live music.

401 Biscayne Blvd, Miami, FL 33132 · Mon-Thu 10am-10pm, Fri-Sat 10am-11pm, Sun 11am-9pm

Free
The Fillmore Miami Beach at Jackie Gleason Theater

Jackie Gleason's old theater. Art Deco. South Beach.

1700 Washington Ave, Miami Beach, FL 33139 · Show nights, check schedule

$35-100
Institute of Contemporary Art Miami

Always free. Sculpture garden. The building is art too.

61 NE 41st St, Miami, FL 33137 · Wed-Mon 11am-6pm, Thu 11am-9pm, closed Tue

Free
Bill Baggs Cape Florida State Park

1825 lighthouse, top-rated beach, west-facing sunsets. $8.

1200 S Crandon Blvd, Key Biscayne, FL 33149 · Daily 8am-sundown

$8
Patricia and Phillip Frost Art Museum

Always free. Smithsonian Affiliate. Never crowded.

10975 SW 17th St, Miami, FL 33199 · Tue-Sun 11am-5pm, closed Mon

Free
Museum of Contemporary Art North Miami

Free jazz last Fridays since 1999. Best free date night.

770 NE 125th St, North Miami, FL 33161 · Wed-Sun 11am-5pm; Jazz nights last Friday 7-10pm

Free-$10
Coral Gables Gallery Night

Free first-Friday gallery walk. Wine. Trolley between stops.

Coral Gables galleries along Ponce de Leon Blvd and Aragon Ave, Coral Gables, FL 33134 · 5pm-10pm on event nights

Free
Miami Design District

Buckminster Fuller, Zaha Hadid, Sou Fujimoto. Free to walk.

140 NE 39th St, Miami, FL 33137 · Always open (shops Mon-Sat 11am-8pm, Sun 12-6pm)

Free
Viernes Culturales

Free last-Friday street festival on Calle Ocho. Go after dark.

SW 8th St between 13th and 17th Avenues, Miami, FL 33135 · Noon-11pm on event nights

Free
The Bass

Sculpture garden always free. Residents free first Sundays.

2100 Collins Ave, Miami Beach, FL 33139 · Wed-Mon 10am-5pm, closed Tue

$15
Schnebly Redland's Winery & Brewery

Tropical fruit wines — lychee, mango, passion fruit — from a working South Florida winery.

30205 SW 217th Ave, Homestead, FL 33030 · Mon-Fri 10am-5pm, Sat 10am-6pm, Sun 12pm-5pm

$15-25
Espanola Way

Hidden pedestrian street on South Beach — Mediterranean village vibes, way less chaos.

Espanola Way, Miami Beach, FL 33139 · Always accessible; restaurants typically 11am-11pm

Free