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Florida Keys Itineraries

Florida Keys Itineraries

Florida Keys Florida, USA Travel Guide

-hour Layover Highlights West

If time is very limited, focus on West's most iconic experiences. Arrive and check into your Old Town accommodation. Walk to Duval Street and explore its shops and historic buildings.

Visit the Ernest Hemingway Home and Museum. Later, walk or cycle to the Southernmost Point Buoy for a photo opportunity. Have dinner at a local restaurant and experience the live music scene on Duval Street.

West in a Day

  • Explore Duval Street and Old Town.
  • Visit the Ernest Hemingway Home.
  • Photo at Southernmost Point Buoy.

Time-Based Itineraries

Tailored plans for various trip durations, from quick getaways to immersive explorations.

Weekend Getaway 2-3 days - West Focus

This plan mainly focuses on West, allowing for exploration of its charm. Day 1: Explore Old Town on foot or by bicycle. Visit Hemingway Home, West Lighthouse, and Southernmost Point. End with the Mallory Square Sunset Celebration, dinner, and live music on Duval Street.

West Essentials

  • Explore Old Town by bike.
  • Immerse in West's unique culture.
  • Consider a snorkeling trip or Dry Tortugas excursion.
  • Enjoy a final Lime Pie or relaxed brunch.
Day 2: Water & History. Snorkel/dive trip or ferry to Dry Tortugas. Relax at Fort Zachary Taylor Beach. Day 3: Leisure & Departure. Visit Mel Fisher Museum or Shipwreck Museum. Depart.

One-Week Comprehensive Keys Road Trip

This itinerary allows for discovery of the diverse character of the entire Florida Keys chain. Days 1-2 (Upper Keys): Arrive at FLL/MIA, rent a car, drive to Largo. John Pennekamp Coral Reef State Park (snorkeling/diving), Dagny Johnson Largo Hammock Botanical State Park. Islamorada: History of Diving Museum, Robbie's Marina (tarpon feeding).

Keys Exploration

  • World-class snorkeling and diving.
  • Seven Mile Bridge walk or cycle.
  • Bahia Honda State Park beaches.

Middle & Lower Keys One-Week

Days 3-4 (Middle Keys): Marathon: Dolphin Research Center, The Turtle Hospital. Walk/cycle Seven Mile Bridge. Day 4: Bahia Honda State Park, National Deer Refuge. Days 5-7 (Lower Keys - West): West: Ernest Hemingway Home, Lighthouse, Southernmost Point, Mallory Square Sunset. Water activity (snorkel/dive/Dry Tortugas), Fort Zachary Taylor Beach. Day 7: Final West breakfast, museum/gallery, depart.

Island Highlights

  • Dolphin Research Center and Turtle Hospital.
  • West Lighthouse and Southernmost Point.
  • Mallory Square Sunset Celebration.
  • Water activities from snorkeling to Dry Tortugas.

Two-Week In-Depth Exploration

Combine the one-week Keys itinerary with an extension to Everglades National Park (2-3 days) and/or Miami/South Florida (3-4 days). This has a exploration of each area and more time for specific activities like multiple dive trips, fishing excursions, or simply more relaxation.

Extended Adventures

  • Add 2-3 days for Everglades National Park.
  • Include 3-4 days for Miami/South Florida.
  • More time for specialized activities like multiple dive trips.
  • Additional opportunities for fishing excursions.

Long-Term Stay Recommendations

Consider renting a vacation home or condo in a specific for a month or longer. Marathon has a central location for accessing various Keys. Big Pine offers quiet nature immersion. This allows for a slower pace, integration into local life, and discovery of lesser-known spots at your leisure.

Vacation Rentals

Ideal for extended stays and a home-like experience.

Central Locations

Marathon is good for exploring different Keys.

Nature Immersion

Big Pine for a tranquil, natural setting.

Route Planning

For a Keys road trip, plan your stops logically from north to south (or vice-versa) to minimize backtracking. This efficient routing supports seeing more without wasted time on the road.

Interest-Based Routes

Tailor your itinerary to your specific passions, from history to culinary delights and adventure.

Historical & Heritage Focus

Concentrate your time on West. Dedicate days to the Ernest Hemingway Home, West Shipwreck Museum, Mel Fisher Maritime Museum, Custom House, and Fort Zachary Taylor. Wander through West Cemetery and explore Old Town's architecture.

West History

  • Ernest Hemingway Home & Museum.
  • Shipwreck and Maritime Museums.
  • Fort Zachary Taylor Historic State Park.
  • Old Town architecture exploration.
For more bookable experiences, check GetYourGuide.

Food & Culinary Experiences

Focus heavily on West for its diverse dining scene and food tours. Seek out local seafood shacks throughout the Keys for authentic tastes. Participate in "cook your catch" experiences with fishing charters. Look for happy hour specials and local markets.

Taste of the Keys

  • Local seafood shacks.
  • Lime Pie and other local specialties.
  • Happy hour deals at bars.
  • Explore local markets for fresh produce.

Adventure & Outdoor Activities

Prioritize Largo for world-class diving and snorkeling (John Pennekamp). Head to Islamorada for sportfishing. Marathon has a range of water sports. Bahia Honda State Park offers exceptional beach activities and snorkeling. Kayaking in mangrove tunnels is a must throughout the Keys.

Water Sports Hubs

  • Largo for diving and snorkeling.
  • Islamorada for premier sportfishing.
  • Marathon for various water activities.

Nature Immersion

  • Bahia Honda for beaches and snorkeling.
  • Mangrove kayaking for unique scenery.
  • Explore natural preserves throughout the Keys.

Family-Friendly Itinerary

Include visits to The Turtle Hospital (Marathon), Dolphin Research Center (Marathon), and the beaches at Bahia Honda State Park. Take a glass-bottom boat tour at Pennekamp. Explore West by bicycle or take the Conch Tour Train. Visit the West Aquarium.

Fun for All Ages

  • The Turtle Hospital for marine life education.
  • Dolphin Research Center for interactive experiences.
  • Conch Tour Train for an easy West overview.
  • West Aquarium for aquatic discovery.

Art & Architecture Emphasis

Focus on West Old Town for its unique Conch architecture and numerous art galleries. Explore the Morada Way Arts & Cultural District in Islamorada for a growing scene of galleries and studios. Discover local artists and street art.

Creative Keys

  • Unique Conch architecture in West Old Town.
  • Numerous art galleries throughout West.
  • Morada Way Arts & Cultural District in Islamorada.
  • Discover street art and local studios.

Spiritual & Wellness Journey

Seek out quieter beaches (e.g., in Bahia Honda State Park or the Lower Keys). Look for resorts offering spa treatments, yoga, and meditation classes, some with sessions on the beach. Embrace the relaxed pace of island life for rejuvenation.

Budget-Based Plans

Adjust your travel style to match your budget, from backpacking to luxury experiences.

Backpacker's Guide

Stay in hostels in West or budget motels/campgrounds in other Keys. Cook meals from grocery stores to save money on dining. Utilize the free Duval Loop bus and bicycle rentals in West for transportation. Focus on free attractions like beaches, sunset celebrations, and walking tours. Limit paid tours.

Budgeting Strategies

  • Hostels or budget accommodations.
  • Cook own meals from grocery stores.
  • Utilize free public transport and bike rentals.
  • Enjoy free attractions and activities.
For experience bookings that fit various budgets, consult GetYourGuide.

Mid-Range Traveler's Itinerary

Stay in mid-range hotels or guesthouses. Enjoy a mix of casual and sit-down dining. A rental car offers flexibility for exploring. Select 2-3 paid tours or attractions that interest you (e.g., a snorkel trip, the Hemingway House).

Balanced Travel

  • Mid-range accommodations.
  • Mix of casual and restaurant dining.
  • Rental car for flexibility.
  • Select preferred paid tours/attractions.

Luxury Experience Plan

Indulge in high-end resorts and fine dining. Arrange private charters for fishing or diving excursions. Consider a seaplane trip to Dry Tortugas for an exclusive experience. Enjoy spa treatments and luxury amenities.

High-End Indulgences

  • Luxury resorts and spa treatments.
  • Fine dining experiences.
  • Seaplane trip to Dry Tortugas.

Exclusive Adventures

  • Private charters for fishing or diving.
  • Personalized services and amenities.
  • Curated, bespoke experiences.

Value-Focused Recommendations

Travel in the low season (summer) for significantly lower prices. Stay in the Upper or Middle Keys where accommodations are generally more affordable, and make day trips to West. Take advantage of happy hours for dining deals.

Smart Savings

  • Visit during the low season for best prices.
  • Choose more affordable Upper/Middle Keys for stays.
  • Seek out happy hour deals for food and drink.
  • Prioritize free attractions and activities.

Seasonal Specialties

Different seasons present unique experiences in the Florida Keys. Summer (wet season) offers warmer water, lower prices, and fewer crowds, but with afternoon rain. Winter (dry season) features ideal weather, but expect higher prices and larger crowds.

Seasonal Tips

  • Summer for warm water and fewer crowds.
  • Winter for ideal weather, but higher costs.
  • Plan visits around festivals like Fantasy Fest (October).
  • Be mindful of potential hurricane impacts in off-season.

Final Recommendation

For efficient planning and access to bookable experiences, visit GetYourGuide, a comprehensive resource for itinerary components.