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EXPRESS ADVENTURES · CITY GUIDE

Key West

Choose an Old Town walking day or a water excursion. Combining a long snorkeling trip, several museums and a sunset outing is usually too much for one Express stop.

MORE WAYS TO EXPLORE

Choose a day that suits you

These are alternative combinations, not a list to finish in one day. Choose one area or main attraction, then add a meal nearby.

  • Old Town history: Hemingway Home + Truman Little White House + Blue Heaven.
  • South Duval: Butterfly Conservatory + Southernmost Point + a flexible lunch.
  • Waterfront day: a suitable Fury excursion + Conch Republic Seafood; check the dock and sailing return first.

MAKE IT YOUR OWN

Your suggested day

This is a flexible, self-guided plan—not a timed STS itinerary. Use your host’s confirmed drop-off, free-time window and return instructions.

  1. 1

    Start with Old Town and a visit to the Hemingway Home if it interests you. Check entry information before arriving; tickets are sold at the gate.

  2. 2

    Walk toward Duval Street and plan lunch plus a shaded rest. Add a Southernmost Point photo stop only if the walk and queue fit your available time.

  3. 3

    For a water-focused alternative, replace the museum loop with a Fury excursion. Choose a departure dock and return time that work with your STS schedule.

  4. 4

    Browse near the waterfront and return early. Enjoy sunset only if your host’s bus deadline allows; do not assume a sunset cruise gets back in time.

Specific ideas & where to book

Use the official links below for current prices and availability. Tickets and reservations are completed with the vendor; information-only links are labeled.

The Hemingway Home & Museum

Visit the historic home and gardens. The official rates page says tickets are purchased at the main gate; this link is visitor information, not an advance booking.

Visitor information · buy at gate

Fury Water Adventures

Compare snorkeling and other water excursions. Read duration, check-in point, swimming requirements, weather policy and return time before selecting one.

Compare & book water excursions

Florida Keys visitor guide

Find Old Town sights, local dining and additional visitor information through the official destination organization.

Explore Key West information

Old Town Trolley Key West — hop-on, hop-off tour

Island sightseeing · A narrated trolley with reboarding at designated stops lets you combine an Old Town visit, a meal and sightseeing farther afield. Use the operator’s map and live tracker to plan your stops. Check operating dates and last departures before buying; leave time to reach your STS meeting point.

View map, schedule & book trolley tickets

Truman Little White House

Old Town / Truman Annex · A presidential-history tour in a historic house. Check current tour availability and entry arrangements before selecting a time.

View tours & book tickets

Key West Butterfly & Nature Conservatory

South Duval area · A butterfly-filled conservatory, convenient for a Southernmost Point outing. Review entry information and allow a relaxed visit rather than rushing through.

Check admission & visitor information

Conch Tour Train

Old Town sightseeing · An open-air narrated sightseeing option. Review departure points, route and ticket terms; do not assume its stops operate like an unlimited city bus.

View tour details & book

Where to eat

Compare quick meals, seated restaurants and sweet stops. Each description identifies the area and meal style; follow the official link for current menus and table arrangements.

Kermit’s Key Lime Shop

Stop for a slice of key lime pie or a sweet snack. Check the official locations page and choose the shop nearest your Old Town route. This is a flexible food stop rather than a timed reservation.

Menus, locations & visiting details

Find on Google Maps

Blue Heaven

Bahama Village · A distinctive Key West restaurant option. Check meal-service hours, menus and current seating arrangements before committing, especially for a popular brunch period.

Menus, locations & visiting details

Find on Google Maps

Conch Republic Seafood Company

Historic Seaport · Seafood near the waterfront, useful for a harbor-focused day. Check the current menu and dining details directly.

Menus, locations & visiting details

Find on Google Maps

El Mesón de Pepe

Mallory Square area · Cuban food near the waterfront. A specific lunch or early-dinner option; check hours and current seating arrangements before planning around sunset.

Menus, locations & visiting details

Find on Google Maps

Getting around & practical tips

Find your stops

These are sightseeing locations, not confirmed bus meeting points. Open a stop to get directions from your actual location.

  • Heat and sun exposure add up on a walking day. Plan water, shade and a midday break.
  • Water excursions may require abilities or equipment that differ from ordinary sightseeing. Discuss your needs with the operator before paying.
  • Avoid a distant departure dock unless you have confirmed local transportation in both directions.
  • Rain plan: choose an indoor historic attraction and a relaxed meal; check directly about boating cancellations. Keep a flexible land plan if weather changes.

Open destination map

For each stop, check the journey from your actual location in Maps. Add waiting and boarding time yourself; a map estimate is not a guaranteed arrival time. For a gentler day, select one main attraction and a nearby meal.

LOCAL KNOWLEDGE

Local planning resources

Use these local and official sites to explore more options, check events for your date and plan transportation.

Florida Keys & Key West tourism

Official local guides, dining, attractions and events. Use the Key West section for this Express day.

City of Key West

Local notices and city services; find transit information before relying on a local bus connection.

Conch Tour Train

Local sightseeing route and departure information for an alternative to an all-walking day.

My day checklist

Complete this before you book, then print or save your plan as a PDF. These notes stay on this page until you leave or refresh.

Official information

Destination visitor information

Researched September 7, 2026. The vendor links beside each recommendation are the sources for admission and visit details. Suggested routes and time allowances are STS Trips planning ideas. Recheck hours, accessibility, event dates and ticket terms for your travel date, especially for future seasons.