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Things to do in Key West: 3 local trip ideas

3 ready-made day trips in Key West, Florida: cultural, entertainment and romantic. Each one strings together a handful of stops in order.

CulturalEntertainmentRomantic
Cultural trip

Old Town Key West Culture Trail

4 stops · about 5 hr 15 min of stops · ~$60 per person

Immerse yourself in Key West’s rich maritime history, literary legacy, and vibrant local arts scene with this highly walkable, northeast-trending cultural route.

  1. 1

    Pepe's Cafe

    806 Caroline St, Key West, FL 33040, USA
    Pepe's Cafe, Key West

    Kick off the morning at the oldest eatery in the Florida Keys with fresh-squeezed juice and their legendary homemade bread.

    ★ 4.5 on Google · about 1 hr · ~$18 per person · Directions
  2. 2

    The Studios of Key West

    533 Eaton St, Key West, FL 33040, USA
    The Studios of Key West, Key West

    Explore three floors of contemporary local art galleries (free admission) and browse legendary author Judy Blume’s bookstore on the ground level.

    ★ 4.8 on Google · about 1 hr 15 min · Free · Directions
  3. 3

    Mel Fisher Maritime Museum

    200 Greene St, Key West, FL 33040, USA
    Mel Fisher Maritime Museum, Key West

    Gaze at actual gold, silver, and emeralds recovered from 17th-century Spanish galleon shipwrecks.

    ★ 4.5 on Google · about 1 hr 30 min · ~$18 per person · Directions
  4. 4

    Schooner Wharf Bar

    202 William St, Key West, FL 33040, USA
    Schooner Wharf Bar, Key West

    Settle in for a late lunch of fresh conch fritters and peel-and-eat shrimp at this wonderfully rustic waterfront institution.

    ★ 4.5 on Google · about 1 hr 30 min · ~$25 per person · Directions
Entertainment trip

Old Town Rhythms and Sunset

5 stops · about 7 hr of stops · ~$125 per person

An exciting night-and-day in Key West taking you from a classic French bakery to historic live music venues, iconic sunset street shows, and vibrant Cuban dining, all walking a seamless path up Old Town.

  1. 1

    La Grignote

    1211 Duval St, Key West, FL 33040, USA
    La Grignote, Key West

    Try their incredible almond croissants, quiche, or French toast with a fresh Cafe con Leche.

    ★ 4.7 on Google · about 1 hr · ~$20 per person · Directions
  2. 2

    Green Parrot Bar

    601 Whitehead St, Key West, FL 33040, USA
    Green Parrot Bar, Key West

    An iconic local dive bar featuring exceptional live music and a vibrant, eclectic atmosphere.

    ★ 4.6 on Google · about 1 hr 30 min · ~$15 per person · Directions
  3. 3

    Bagatelle

    115 Duval St #6505, Key West, FL 33040, USA
    Bagatelle, Key West

    Enjoy a casual, upscale sit-down lunch like fresh local fish on the porch of this gorgeous 1800s home.

    ★ 4.4 on Google · about 1 hr 30 min · ~$35 per person · Directions
  4. 4

    Sunset Celebration at Mallory Square

    Mallory Square Pier, 420 Wall St, Key West, FL 33040, USA
    Sunset Celebration at Mallory Square, Key West

    Watch tightrope walkers, magicians, and musicians gather to salute the setting sun; bring cash to tip the performers.

    ★ 4.7 on Google · about 1 hr 30 min · ~$10 per person · Directions
  5. 5

    El Meson De Pepe's Restaurant & Bar

    Mallory Square, 410 Wall St, Key West, FL 33040, USA
    El Meson De Pepe's Restaurant & Bar, Key West

    Dine on superb Cuban conch cuisine right next to the square, accompanied by live salsa music at their outdoor bar.

    ★ 4.3 on Google · about 1 hr 30 min · ~$45 per person · Directions
Romantic trip

A Romantic Day in Key West

5 stops · about 6 hr of stops · ~$188 per person

Immerse yourselves in Key West's intimate charm, starting with a cozy French bistro breakfast, moving through lush tropical gardens, enjoying romantic shared tapas, and finishing with an exclusive sunset dinner on a private island.

  1. 1

    Banana Cafe

    1215 Duval St, Key West, FL 33040, USA
    Banana Cafe, Key West

    Request a table on the rooftop terrace or the cozy downstairs patio for a French-bistro start to your day.

    ★ 4.6 on Google · about 1 hr · ~$25 per person · Directions
  2. 2

    The Key West Butterfly and Nature Conservatory

    1316 Duval St, Key West, FL 33040, USA
    The Key West Butterfly and Nature Conservatory, Key West

    Walk hand-in-hand under a glass dome among hundreds of free-flying butterflies and friendly flamingos.

    ★ 4.8 on Google · about 1 hr · ~$18 per person · Directions
  3. 3

    Santiago's Bodega

    207 Petronia St #101, Key West, FL 33040, USA
    Santiago's Bodega, Key West

    Share delicious hot and cold Spanish tapas and a pitcher of house-made sangria in this intimate, art-filled oasis.

    ★ 4.7 on Google · about 1 hr 30 min · ~$45 per person · Directions
  4. 4

    The Key West Butterfly and Nature Conservatory

    1316 Duval St, Key West, FL 33040, USA
    The Key West Butterfly and Nature Conservatory, Key West

    Arrive early at Opal Key Resort's Marina (Slip 29) to catch the romantic boat launch over to Sunset Key.

    ★ 4.8 on Google · about 30 min · Directions
  5. 5

    Latitudes - Sunset Key Cottages

    245 Front St, Key West, FL 33040, USA
    Latitudes - Sunset Key Cottages, Key West

    Book well in advance to secure an outdoor table on the sand, offering unparalleled sunset views and high-end coastal dining.

    ★ 4.5 on Google · about 2 hr · ~$100 per person · Directions

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