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Sunset route
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Sunset Chase

Atlantic water, bayfront light, and Key West golden-hour rituals.

9 stops·520 mi·Curated by locals
  1. 04
    Caribbean Club
    Old Upper Keys bar on Blackwater Sound: cash-only energy, sunset docks, Hollywood lore, and one of the clearest bay views in Key Largo.
  2. 13
    Lorelei Restaurant & Cabana Bar
    Islamorada's nightly sunset scene: open-air tables, bay views, live music, magic, and a crowd that builds as golden hour gets close.
  3. 14
    Morada Bay Beach Cafe
    Toes-in-the-sand Florida Bay sunset stop with colorful tables, Adirondack chairs, and a more polished beach-cafe mood.
  4. 16
    Anne's Beach
    Free, quieter sunset pull-off with shallow water, boardwalks, picnic pavilions, restrooms, and room to watch the colors move over the flats.
  5. 22
    Sunset Grille
    Foot of the Seven Mile Bridge, built for sunset views, pool-party energy, and a wide oceanfront tiki deck.
  6. 25
    Marco Island South Beach
    Wide crescent of soft white sand at the south tip of Marco Island — the Gulf-facing finale of the Tamiami Run. This is where the island runs out and the water opens west into the Gulf, which means unobstructed sunsets straight off the sand every clear evening of the year. Beach is deeper front-to-back than Tigertail and less shell-heavy, so it's more of a lay-out-and-watch-the-sky beach than a hunt-and-gather one. Restrooms and outdoor showers at the access; the Apollo condo (the yellow one just north) hides Sunset Grille if you want a drink without leaving the sand.
  7. 31
    Sunset Pier
    Key West's bright, direct sunset deck at the harbor edge, close enough to Mallory Square to feel the nightly celebration without leaving your table.
  8. 32
    Mallory Square Sunset Celebration
    Key West's nightly waterfront sunset ritual, with performers, crowds, boats, and the whole island turning toward the harbor at golden hour.
  9. 32
    Louie's Backyard
    Oceanfront Key West classic where the evening is less festival and more colors-on-the-water, with a refined deck above the Atlantic.