7-Day Romantic Honeymoon Itinerary in Key West, Florida

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
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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
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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
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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
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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
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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
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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
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