New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

Family-Friendly 5-Day Key West Adventure

Family-Friendly 5-Day Key West Adventure Itinerary

Last updated: 2024 Jun 14

Island Introduction and Sunset Sail

Morning
Start your Key West adventure with a delightful breakfast at Blue Heaven, known for its family-friendly atmosphere and delicious pancakes. After breakfast, head to Mallory Square to witness the vibrant street performers and enjoy the stunning views of the ocean.
Afternoon
For lunch, visit Hogfish Bar & Grill for their famous fish sandwiches. Post lunch, take the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to get an overview of the island's major attractions. Hop off at Smathers Beach for some family fun in the sun.
Evening
Dine at Latitudes on Sunset Key for a memorable waterfront dinner. Conclude your evening with the Key West 2-Hour Sunset Sail on Schooner America 2.0, where you can enjoy the open sea, live music, and the beautiful Key West sunset.
Bedtime
Find amazing hotels in Key West.
Visit Mallory Square in Key West
star4.72

Mallory Square

Book Now
Visit Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour in Key West
star4.45

Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Book Now
next arrow

Underwater Adventures and Historic Sites

Morning
Enjoy a hearty breakfast at Pepe's Cafe and Steakhouse, a Key West staple. After breakfast, head to Key West Aquarium to explore the fascinating marine life with your family.
Afternoon
Have a picnic lunch at Fort Zachary Taylor, where you can also spend the afternoon snorkeling and enjoying the beach. Afterward, visit the Ernest Hemingway Home and Museum to learn about the famous writer and meet the resident six-toed cats.
Evening
Dine at Firefly Key West, a restaurant with a relaxed atmosphere and a diverse menu. After dinner, take a leisurely stroll down Duval Street and enjoy the lively entertainment and street performances.
Bedtime
Find amazing hotels in Key West.
Visit Key West Aquarium in Key West
star4.31

Key West Aquarium

Book Now
Visit From Fairbanks Chena Hot Springs Northern Lights Tour in Key West
star3.97

Fort Zachary Taylor

Book Now
next arrow

Family Fun Day and Sunset Cruise

Morning
Start your day with a delicious breakfast at Mangia Mangia Pasta Cafe, known for its family-friendly Italian cuisine. After breakfast, head to Key West Shipwreck Treasure Museum to experience the island's maritime history.
Afternoon
For lunch, visit Garbo's Grill for their gourmet food truck offerings. Spend the afternoon at Dry Tortugas National Park, where you can explore the historic fort, snorkel in the crystal-clear waters, and enjoy the pristine beach.
Evening
Enjoy a buffet dinner and open bar on the Key West Sunset Cruise with Buffet Dinner and Open Bar. Relax and take in the sights as the sun sets on another beautiful Key West day.
Bedtime
Find amazing hotels in Key West.
Visit Key West Shipwreck Treasure Museum in Key West
star4.58

Key West Shipwreck Treasure Museum

Book Now
Visit Dry Tortugas National Park in Key West
star4.88

Dry Tortugas National Park

Book Now
next arrow

Nature, Biking, and Culinary Delights

Morning
Have a delightful breakfast at Cafe Marquesa, a charming spot with a family-friendly ambiance. After breakfast, embark on a Key West Guided Bicycle Tour with Key Lime Pie to explore the island's hidden gems and enjoy some key lime pie along the way.
Afternoon
Refuel with a lunch at La Creperie French Cafe, offering a variety of sweet and savory crepes. Spend the afternoon at the Florida Keys National Marine Sanctuary, where you can snorkel, kayak, and learn about the diverse marine life.
Evening
Dine at Nine One Five, a restaurant with a relaxed yet sophisticated atmosphere. After dinner, take the family for a stroll at Sunset Pier and enjoy the live music and entertainment.
Bedtime
Find amazing hotels in Key West.
Visit Key West Guided Bicycle Tour with Key Lime Pie in Key West
star4.88

Key West Guided Bicycle Tour with Key Lime Pie

Book Now
Visit Florida Keys National Marine Sanctuary in Key West
star4.75

Florida Keys National Marine Sanctuary

Book Now
next arrow

Cultural Exploration and Farewell Dinner

Morning
Start your day with breakfast at Blackfin Bistro, known for its diverse menu and family-friendly environment. After breakfast, visit the Key West Lighthouse and Keeper's Quarters Museum to learn about the island's maritime history and enjoy the panoramic views from the top.
Afternoon
For lunch, head to The Flaming Buoy Filet Co., a restaurant with a unique and family-friendly dining experience. Afterward, take a guided Key West Food Tasting and Cultural Walking Tour to explore the local culinary scene and learn about the island's history and culture.
Evening
Conclude your Key West adventure with a farewell dinner at Azur Restaurant, offering a family-friendly Mediterranean-inspired menu. After dinner, enjoy some family time at Southernmost Point of the Continental USA and reflect on your memorable trip.
Bedtime
Find amazing hotels in Key West.
Visit Key West Lighthouse and Keeper's Quarters Museum in Key West
star4.74

Key West Lighthouse and Keeper's Quarters Museum

Book Now
Visit Key West Food Tasting and Cultural Walking Tour in Key West
star4.86

Key West Food Tasting and Cultural Walking Tour

Book Now
next arrow

Top Key West & The Florida Keys Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?