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7-Day Romantic Honeymoon Itinerary in Key West, Florida
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7-Day Romantic Honeymoon Itinerary in Key West, Florida
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Day 1: Arrival & Relaxation
Key West, Florida
12:00PM
Check-in at Paradise Inn
Arrive at your beautiful boutique hotel, known for its charming grounds and friendly service, and get settled into your room.
Head from Key West International Airport to Paradise Inn, just a 10-minute drive.
USD300, 1 hour
1:30PM
Lunch at Blue Heaven
Enjoy a leisurely lunch in a vibrant, garden setting famous for its key lime pie and delicious lobster omelet.
A short 5-minute walk from your hotel.
USD60, 1 hour
3:00PM
Relax by the Pool
Unwind at the hotel’s pool, soaking up the sun and enjoying a refreshing drink as you settle into island time.
Enjoy facilities as per hotel offerings.
Free for guests, 2 hours
5:00PM
Sunset Celebration at Mallory Square
Make your way to Mallory Square to witness a breathtaking sunset with street performers and local artisans.
A 10-minute walk from the hotel.
Free, 2 hours
7:00PM
Dinner at A&B Lobster House
Delight in an upscale dinner featuring fresh seafood while overlooking the harbor at this intimate restaurant.
A short 5-minute walk from Mallory Square.
USD150, 2 hours
Find Hotels in Key West
Day 2: Adventure & Exploration
Key West, Florida
8:00AM
Breakfast at Sarabeth's
Start your day with a delicious breakfast at Sarabeth's, famous for its fluffy pancakes and fresh fruit.
A 5-minute bike ride from your hotel.
USD40, 1 hour
9:30AM
Kayaking Tour
Explore the beautiful waters of the Florida Keys through a guided kayaking tour, discovering mangroves and marine life.
Meet at the kayak rental shop, a 15-minute bike ride away.
USD100, 3 hours
1:00PM
Lunch at the Conch Republic Seafood Company
Grab lunch at this lively waterfront restaurant known for its conch fritters and tropical drinks.
5 minutes from your kayaking tour location.
USD70, 1.5 hours
3:00PM
Visit the Ernest Hemingway Home and Museum
Take a tour of the late author’s home, filled with history and beautiful gardens—perfect for a romantic stroll.
A 10-minute walk from the restaurant.
USD14, 2 hours
6:00PM
Dinner at Louie's Backyard
End your day with a romantic dinner at this beachside restaurant known for its stunning ocean views and delightful cuisine.
A 10-minute bike ride from the museum.
USD120, 2 hours
Find Hotels in Key West
Day 3: Beach Day & Nightlife
Key West, Florida
8:00AM
Breakfast at The Bagel Island Cafe
Enjoy fresh bagels and coffee at this laid-back breakfast spot, perfect for fueling up for your beach day.
A 5-minute bike ride.
USD30, 1 hour
9:30AM
Relax at Fort Zachary Taylor Beach
Spend your day at one of Key West's best beaches, swimming, sunbathing, and enjoying a picnic together.
A 15-minute bike ride from the cafe.
USD8, 4 hours
1:30PM
Lunch at the Southernmost Beach Café
Enjoy a beachfront lunch with refreshing cocktails, taking in the vibrant beach atmosphere.
A short walk from the beach.
USD60, 1.5 hours
3:00PM
Explore Duval Street
Wander along famous Duval Street, exploring quirky shops and vibrant bars together, perfect for souvenir hunting.
A 15-minute walk.
Free, 2 hours
6:00PM
Dinner at The Roof Top Café
Savor a romantic dinner with a view of the sunset from the rooftop at this elegant eatery.
A 5-minute walk from Duval Street.
USD90, 2 hours
8:30PM
Drinks at the Green Parrot Bar
Cap off the night with live music and a great atmosphere at this iconic local bar.
A short 10-minute walk from dinner.
USD50, 2 hours
Find Hotels in Key West
Day 4: Scenic Trip & Adventure
Key West, Florida
7:30AM
Breakfast at the Diamond Head Restaurant
Start your day with a hearty breakfast at this cozy seaside restaurant, known for its fantastic views.
A 5-minute bike ride.
USD50, 1 hour
9:00AM
Day Trip to Dry Tortugas National Park
Take a ferry ride to Dry Tortugas for stunning beaches, snorkeling, and historical lessons at Fort Jefferson.
Ferry departs from Key West's harbor, 15-minute bike ride away.
USD180, 8 hours including ferry ride
5:00PM
Return to Key West
Rest and freshen up after a day of adventure back in Key West.
Ferry ride back to Key West.
Included in day trip cost, 1 hour
6:00PM
Dinner at the Little Pearl
Enjoy an intimate dinner focused on seasonal and local ingredients, perfectly paired with fine wines.
A 10-minute bike ride.
USD150, 2 hours
8:30PM
Stargazing at the Beach
Wrap up the day by stargazing together at one of Key West's idyllic beaches, sharing your dreams.
Visit nearby beach—10 minutes bike ride away.
Free, 1 hour
Find Hotels in Key West
Day 5: Relaxation & Culture
Key West, Florida
9:00AM
Brunch at the Key West Café
Sleep in and enjoy a leisurely brunch featuring classic Southern fare and delicious coffee.
5 minutes from the hotel.
USD50, 1.5 hours
11:00AM
Visit the Key West Butterfly & Nature Conservatory
Wander through a magical glass-enclosed exhibit filled with butterflies and tropical plants, perfect for photos.
A 10-minute walk.
USD15, 1.5 hours
1:00PM
Lunch at First Flight Island Restaurant
Savor a delightful lunch with Key West favorites and a relaxed atmosphere on the site of the first commercial airport.
A 10-minute walk from the conservatory.
USD70, 1.5 hours
3:00PM
Explore the Mel Fisher Maritime Museum
Discover the history of shipwrecks and treasures from the sea, learning about Key West's maritime heritage.
A 10-minute walk from lunch.
USD15, 2 hours
6:00PM
Dinner at the Point 5
Dine at the Point 5, known for its creative menu and warm ambiance, perfect for a romantic evening.
A short 5-minute bike ride.
USD110, 2 hours
Find Hotels in Key West
Day 6: Sailing & Sunset
Key West, Florida
8:00AM
Breakfast at the Kermit's Key West Key Lime Shoppe
Enjoy a unique breakfast filled with breakfast key lime pie and smoothies to kick start your day.
A 5-minute walk.
USD30, 1 hour
9:30AM
Sailing Adventure
Embark on a morning sailing tour through the stunning waters, complete with opportunities for snorkeling.
Meeting point at the harbor, a 15-minute bike ride.
USD120, 3 hours
1:00PM
Lunch at Deluna's Café
Refuel with delicious sandwiches and salads at this charming café in Old Town.
A short 10-minute bike ride.
USD50, 1 hour
3:00PM
Relax and Refresh at the Hotel
Take a short break to refresh and relax before a beautiful evening ahead.
15-minute walk or bike ride back to the hotel.
Free for guests, 1.5 hours
5:30PM
Sunset Sail Dinner Cruise
Celebrate your last evening on a romantic sunset sail, complete with dinner and champagne as the sun sets over the horizon.
Meeting point at the harbor, a 15-minute bike ride.
USD200, 3 hours
Find Hotels in Key West
Day 7: Last Day & Farewell
Key West, Florida
9:00AM
Breakfast at Mattheessen's Ice Cream
Indulge in a sweet breakfast treat at this famous ice cream shop, offering delicious homemade pastries.
A 5-minute walk.
USD20, 1 hour
10:00AM
Stroll through Key West’s Historic District
Take a final walk through the enchanting historic district, admiring the beautiful architecture and charming streets.
Begin from breakfast location, walking around the area.
Free, 1.5 hours
12:00PM
Lunch at the Chart Room
Enjoy a laid-back lunch at this waterside spot known for its fresh seafood and key lime drinks.
A 15-minute walk from the historic district.
USD50, 1.5 hours
2:00PM
Farewell Enjoyment at Your Hotel
Spend your last few hours enjoying the amenities of Paradise Inn, reminiscing about your wonderful week together.
Back at your hotel, as it’s a short walk.
Free for guests, 2 hours
4:00PM
Check-out and Depart
Check out and bid farewell to the beautiful Key West, cherishing the memories made together on your honeymoon.
Head to Key West International Airport, a short 10-minute drive.
Transport cost varies, 1 hour
Find Hotels in Key West
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More About Key West
Trip Packing List: Key West (Late February / Early Spring)
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Trip Packing List: 5 Days in Key West, FL (June)
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Key West Weather Guide: Year-Round Tropical Climate Explained
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Key West Travel Guide: Essentials Before You Visit
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Itinerary created by
Plantrip Team
October 16, 2024
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