Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
South Relaxation Retreat
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
South Relaxation Retreat
Viewed by 74 travelers
Save This Itinerary
Share
Day 1: City Exploration
Miami, Florida, USA
9:00AM
Visit South Beach
Relax on the beautiful sandy beach and take a stroll along the lively Ocean Drive lined with art deco buildings.
Free, 2 hours
12:00PM
Lunch at Versailles Restaurant
Savor authentic Cuban cuisine in the heart of Little Havana.
25 USD, 1 hour
3:00PM
Wynwood Walls
Explore the vibrant street art at Wynwood Walls and visit local art galleries.
10 USD, 1.5 hours
7:00PM
Dinner at La Mar by Gaston Acurio
Enjoy a delightful waterfront dining experience with Peruvian flavors at Mandarin Oriental.
50 USD, 2 hours
Find Hotels in Miami
Day 2: Island Tranquility
Key Largo, Florida, USA
10:00AM
John Pennekamp Coral Reef State Park
Embark on a glass-bottom boat tour or indulge in snorkeling to discover the underwater wonders.
30 USD, 3 hours
1:00PM
Lunch at Mrs. Mac's Kitchen
Feast on fresh seafood and Key Lime pie at this local favorite restaurant.
20 USD, 1 hour
3:00PM
Relax at Harry Harris Park
Unwind on the pristine beach and take a leisurely walk along the coastal trails.
Free, 2 hours
7:00PM
Dinner at The Fish House
Dine on dockside seafood specialties while enjoying the tranquil waterfront ambiance.
40 USD, 2 hours
Find Hotels in Key Largo
Day 3: Tropical Paradise
Key West, Florida, USA
9:00AM
Duval Street
Stroll through the lively street filled with quirky shops, art galleries, and charming cafes.
Free, 2 hours
12:00PM
Lunch at Blue Heaven
Indulge in a delicious Caribbean-inspired meal surrounded by lush gardens and quirky chickens.
30 USD, 1 hour
3:00PM
Fort Zachary Taylor Historic State Park
Relax on the sandy beach, snorkel in the crystal-clear waters, or explore the historic fort.
15 USD, 3 hours
7:00PM
Sunset Sail
Embark on a sunset cruise to witness the breathtaking views of the sun dipping below the horizon.
75 USD, 2 hours
Find Hotels in Key West
Day 4: Tranquil Getaway
Marathon, Florida, USA
10:00AM
Dolphin Research Center
Enjoy an interactive experience with dolphins and learn about marine conservation.
50 USD, 3 hours
1:00PM
Lunch at The Island Fish Company
Savor freshly caught seafood while overlooking the turquoise waters of the Gulf of Mexico.
35 USD, 1 hour
3:00PM
Sombrero Beach
Unwind on the soft sandy shores of this picturesque beach and take in the serene ocean views.
Free, 2 hours
7:00PM
Dinner at Butterfly Cafe
Enjoy a romantic dinner with a fusion of Caribbean and Mediterranean flavors at this charming waterfront restaurant.
60 USD, 2 hours
Find Hotels in Marathon
Day 5: Cultural Exploration
Key West, Florida, USA
9:00AM
Ernest Hemingway Home and Museum
Explore the historic home of the famous author and meet the resident six-toed cats.
14 USD, 1.5 hours
12:00PM
Lunch at Banana Cafe
Savor a French-Caribbean fusion meal in a cozy courtyard setting with a laid-back ambiance.
25 USD, 1 hour
3:00PM
Mallory Square
Immerse yourself in the vibrant atmosphere, shop for local crafts, and enjoy live street performances.
Free, 2 hours
7:00PM
Dinner at A&B Lobster House
Indulge in a luxurious dining experience featuring fresh seafood and waterfront views.
80 USD, 2 hours
Find Hotels in Key West
Day 6: Coastal Serenity
Naples, Florida, USA
10:00AM
Naples Pier
Take a leisurely stroll along the iconic pier and enjoy picturesque views of the Gulf of Mexico.
Free, 1 hour
12:00PM
Lunch at The Dock at Crayton Cove
Dine on fresh seafood while overlooking the marina at this charming waterfront restaurant.
40 USD, 1.5 hours
3:00PM
Naples Botanical Garden
Immerse yourself in the natural beauty of the meticulously curated gardens and tranquil landscapes.
20 USD, 2 hours
7:00PM
Dinner at Sea Salt
Experience a culinary journey with globally-inspired seafood dishes at this elegant restaurant.
70 USD, 2 hours
Find Hotels in Naples
Day 7: Cultural Enrichment
Sarasota, Florida, USA
9:00AM
The Ringling
Explore the art museum, historic mansion, and beautifully landscaped grounds of this cultural complex.
25 USD, 2 hours
12:00PM
Lunch at Indigenous
Delight in locally-sourced, creative dishes highlighting Florida's culinary heritage at this upscale restaurant.
45 USD, 1.5 hours
3:00PM
Siesta Key Beach
Relax on the powdery white sands and dip into the crystal-clear waters of one of the best beaches in the U.S.
Free, 2 hours
7:00PM
Farewell Dinner at Beach House Restaurant
Savor a delightful oceanfront dining experience with fresh seafood and stunning sunset views.
60 USD, 2 hours
Find Hotels in Sarasota
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About South
Trip Packing List: South Coast Jamaica (Late February)
Packing List
Trip Packing List: South Africa (Late February)
Packing List
South Coast Jamaica Weather Guide: Sun, Savanna & Sea
Weather Guide
South Africa Weather Guide: Seasonal & Regional Climate
Weather Guide
South Coast Jamaica Travel Guide: Tips, Safety & Essentials
Travel Expert
Essential Travel Guide for Visiting South Africa (Tips & Facts)
Travel Expert
Itinerary created by
Plantrip Team
December 19, 2023
AI-assisted, human-reviewed
Plan Your South Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email