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Relaxed 3-Day Key West Itinerary — November 2025: Beaches, History & a Dry Tortugas Day-Trip

Viewed by 115 travelers

Day 1: Arrival & Duval

Key West, United States on November 14, 2025

12:00pm

Check-in and Settle

Arrive in Key West, check into your hotel in the Historic District or near Duval Street; drop bags and pick up a map or bike/scooter rental information. This central base keeps walking distances short.
USD0, 0h30m

12:30pm

Lunch — Garbo's Grill

Popular food-truck-turned-restaurant known for fresh fish tacos and Korean BBQ burritos; casual, quick, and local. Perfect first meal to get a feel for island flavours.
USD15, 0h45m

2:00pm

Stroll Duval Street & Shopping

Walk Duval Street from the Southern end up toward Mallory Square — galleries, rum shops, and boutique stores; an easy way to absorb Key West energy and pick up sunscreen or souvenirs.
USD0, 1h30m

3:30pm

Ernest Hemingway Home & Museum

Visit the Hemingway house to see the Spanish colonial property and famous six-toed cats; guided visits and self-guided grounds are informative and close to Duval. Typical hours: 9:00am–5:00pm — confirm on the day.
USD18, 1h0m

5:30pm

Mallory Square Sunset Celebration

Experience the nightly sunset celebration with street performers, local crafts and waterfront views — arrive 30–45 mins before sunset for a good spot. Free to watch; performers welcome tips.
USD0, 1h0m

7:30pm

Dinner — Louie's Backyard

Oceanfront fine dining famous for seafood and refined Key West cuisine; a relaxed, romantic spot with excellent service. Reservations recommended — usually open for dinner from early evening.
USD65, 1h30m

9:30pm

Evening Walk or Drink on Duval

After dinner, stroll Duval for live music or a casual bar experience (Sloppy Joe's or local piano bars). Key West nightlife is easy-going and close by.
USD10, 1h0m

Day 2: Beaches & Snorkel

Key West, United States on November 15, 2025

8:00am

Breakfast — Blue Heaven

Iconic open-air spot known for decadent breakfasts, key lime pie and a relaxed, tropical vibe; popular so expect a short wait. Usual hours start around 8:00am — confirm on the day.
USD20, 1h0m

9:30am

Southernmost Point Buoy

Quick photo stop at the famous buoy marking the southernmost point of the continental U.S.; visits are free but can queue during peak times, so go early.
USD0, 0h20m

10:00am

Fort Zachary Taylor State Park — Beach & Explore

Historic Civil War-era fort with one of Key West’s best beaches and shady picnic spots; good for swimming, snorkeling off the shoreline, and short fort tours. Park typically open 8:00am–sunset; vehicle entry fee applies.
USD8, 2h30m

12:45pm

Lunch — Santiago's Bodega

Tapas-style lunch on Duval Street offering sharable plates and a lively atmosphere — a great way to sample several local flavours after the beach.
USD25, 1h0m

2:30pm

Afternoon Snorkel or Reef Trip

Join a 2–3 hour snorkeling trip to nearby reefs (companies like Fury or Sebago run afternoon and early‑afternoon sails) to see coral, fish and occasional turtles; trips usually depart mid-afternoon — book ahead.
USD80, 3h0m

6:00pm

Sunset Sail (Optional)

If you prefer, take a 1.5–2 hour sunset catamaran sail instead of an evening on land — a classic Key West experience with drinks and views of the island from the water.
USD50, 2h0m

8:00pm

Dinner — Nine One Five

Upscale intimate restaurant in a historic Key West house offering inventive American fare and excellent service; reservations recommended. Typically open for dinner in the evening hours.
USD50, 1h30m

Day 3: Dry Tortugas or Museums

Key West, United States on November 16, 2025

6:30am

Breakfast — First Flight

Start early with breakfast cocktails and a varied menu at First Flight (Truman Annex) if you’re taking the Dry Tortugas ferry; they usually open early for brunch — check opening times.
USD18, 0h30m

7:30am

Dry Tortugas National Park Day Trip (Yankee Freedom II Ferry)

Full-day trip to Dry Tortugas and Fort Jefferson — includes snorkeling, beach time, and historic fort exploration. Ferry departs early and returns late afternoon; book in advance as November is popular. Typical ferry schedule: early morning departure and return mid- to late-afternoon; confirm exact times.
USD195, 10h0m

7:30am

Alternative Morning — Key West Butterfly & Nature Conservatory

If you skip Dry Tortugas, visit this tranquil conservatory (usually open 9:00am–4:30pm) to see hundreds of butterflies and tropical birds — family-friendly and photogenic.
USD18, 1h0m

10:30am

Alternative — Key West Aquarium

Small but historic aquarium on the waterfront with touch tanks and local marine exhibits; good half‑day option if staying on the island instead of the Dry Tortugas trip. Typical hours: 10:00am–4:00pm.
USD15, 1h0m

6:30pm

Return & Freshen Up

Return from the day trip (or finish museums) and relax at your hotel — freshen up before dinner and pack any last-minute items for departure the next day.
USD0, 0h30m

7:30pm

Dinner — Schooner Wharf Bar

Casual waterfront spot with live music, seafood and a fun local vibe — ideal final-night relaxed dinner close to the harbor. Usually open through the evening.
USD25, 1h15m

9:00pm

Last Evening Walk on Duval

Enjoy a final walk through Duval to soak up nightlife, take last photos, or grab a key lime dessert to go.
USD0, 0h45m
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