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
A Roman Holiday in the Dodecanese: Athens, Rhodes, Simi Islands, and Milos
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
A Roman Holiday in the Dodecanese: Athens, Rhodes, Simi Islands, and Milos
Viewed by 70 travelers
Save This Itinerary
Share
Day 1: Explore Athens
Athens, Greece on March 19, 2025
8:00AM
Breakfast at Cafes of Plaka
Enjoy a traditional Greek breakfast at one of the charming cafes in Plaka, featuring Greek yogurt with honey and fresh fruits.
EUR12, 1 hour
9:30AM
Acropolis
Visit the iconic Acropolis, a UNESCO World Heritage Site, and explore the Parthenon while learning about Ancient Greece's rich history.
EUR20, 2 hours
12:00PM
Lunch at Monastiraki
Savour delicious souvlaki with a side of tzatziki at a vibrant taverna in Monastiraki Square, which is perfect for people-watching.
EUR15, 1 hour
1:30PM
Ancient Agora
Head to the Ancient Agora, once the centre of Athenian life, and see well-preserved ruins and the Temple of Hephaestus.
EUR8, 1.5 hours
4:00PM
National Archaeological Museum
Explore one of the world's finest archaeological museums, home to artefacts from Ancient Greece including the Mask of Agamemnon.
EUR12, 2 hours
6:30PM
Dinner at Strofi
Have dinner at Strofi, where you can enjoy stunning views of the Acropolis while indulging in a variety of delectable mezes.
EUR25, 2 hours
Find Hotels in Athens
Day 2: Scenic Rhodes
Rhodes, Greece on March 20, 2025
8:00AM
Breakfast at Mavrikos
Start your day at Mavrikos with a traditional Greek breakfast, featuring fresh bread, olives, and local cheese.
EUR10, 1 hour
9:30AM
Old Town of Rhodes
Discover the Medieval Old Town of Rhodes, a UNESCO World Heritage site, with its cobbled streets and stunning architecture.
EUR0, 2 hours
12:00PM
Lunch at Marco Polo Cafe
Enjoy a fresh seafood lunch at Marco Polo Cafe, located in the heart of the Old Town with a relaxed atmosphere.
EUR20, 1.5 hours
1:30PM
Palace of the Grand Master
Visit the Palace of the Grand Master to learn about the Knights of St. John and admire the impressive architecture.
EUR10, 1.5 hours
4:00PM
Lindos Acropolis
Journey to the historic Acropolis of Lindos for breathtaking views and ancient ruins, a must-see when in Rhodes.
EUR12, 2 hours
6:30PM
Dinner at Kerasma
Dine at Kerasma, known for its modern Greek cuisine and excellent local wines in a warm and inviting setting.
EUR30, 2 hours
Find Hotels in Rhodes
Day 3: Charming Simi Islands
Simi Islands, Greece on March 21, 2025
8:00AM
Breakfast at Patisserie Simi
Enjoy a delightful breakfast of pastries and coffee at Patisserie Simi before exploring the island.
EUR8, 1 hour
9:30AM
Explore Simi Town
Wander around the beautiful, pastel-coloured houses of Simi Town, visiting the charming shops and taking in the scenic waterfront.
EUR0, 2 hours
12:00PM
Lunch at Taverna Aigli
Savour home-cooked specialities at Taverna Aigli, a family-run establishment known for its authentic Greek recipes.
EUR15, 1.5 hours
1:30PM
Visit Panormitis Monastery
Take a trip to the Panormitis Monastery, a stunning site offering a glimpse into the religious heritage of Simi.
EUR3, 1.5 hours
4:00PM
Beach Time at Nos Beach
Relax at Nos Beach, a lovely sandy beach perfect for swimming and sunbathing.
EUR0, 2 hours
6:30PM
Dinner at Ouzeri Taverna
Finish your day with fresh seafood and local wines at Ouzeri Taverna, overlooking the picturesque harbour.
EUR25, 2 hours
Find Hotels in Simi Islands
Day 4: Relaxing Milos
Milos, Greece on March 22, 2025
8:00AM
Breakfast at O Hamos
Start your day with a hearty breakfast at O Hamos, where you can enjoy traditional Greek dishes served with fresh ingredients.
EUR12, 1 hour
9:30AM
Visit Kleftiko
Join a boat tour to Kleftiko, known for its unique rock formations and stunning crystal-clear waters.
EUR35, 3 hours
1:00PM
Lunch on the Boat
Enjoy a light lunch on the boat during your tour, which includes local specialties like Greek salads and grilled fish.
EUR15, 1 hour
2:00PM
Explore Sarakiniko Beach
Spend the afternoon at Sarakiniko Beach, famous for its lunar landscape and beautiful swimming spots.
EUR0, 2 hours
4:30PM
Visit Plaka Village
Stroll through Plaka Village, known for its beautiful views, traditional architecture, and quaint streets.
EUR0, 1.5 hours
6:30PM
Dinner at Medusa
Savour fresh seafood and traditional dishes at Medusa, located right on the beach, making for a perfect sunset view.
EUR30, 2 hours
Find Hotels in Milos
Day 5: Return to Athens
Athens, Greece on March 23, 2025
8:00AM
Breakfast at Cafe Avissinia
Enjoy a relaxed breakfast at Cafe Avissinia, known for its delicious coffee and homemade pastry selections.
EUR10, 1 hour
9:30AM
Exploring the National Garden
Visit the serene National Garden of Athens, a lush green space that provides a quiet escape from the city.
EUR0, 1.5 hours
11:00AM
Free Time for Shopping
Take time to explore Ermou Street, famous for its shops and boutiques, perfect for souvenirs and gifts.
EUR0, 1 hour
12:00PM
Lunch at Avocado
Opt for a health-conscious lunch at Avocado, which offers a menu focusing on fresh, organic ingredients.
EUR20, 1.5 hours
2:00PM
Visit the Benaki Museum
Browse the impressive collection at the Benaki Museum, featuring Greek cultural artifacts from antiquity to modern times.
EUR12, 2 hours
6:30PM
Farewell Dinner at 7 Food Sins
Conclude your journey with a farewell dinner at 7 Food Sins, known for its innovative menu and vibrant atmosphere.
EUR35, 2 hours
Find Hotels in Athens
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
Itinerary created by
Plantrip Team
March 18, 2025
AI-assisted, human-reviewed
Plan Your Athens, Rhodes, Simi Islands, Milos, Athens 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