layla-logo
layla-logo
🌍 Hey, I'm Layla, your AI trip planner.
This is a sample trip — I can add cities, find flights, activities, and local tips.


Tell me your style and budget, and I'll design a trip just for you.
Can you make this trip cheaper?Find me restaurants with local foodSwitch to a 4-star hotelCan you make this trip cheaper?Find me restaurants with local foodSwitch to a 4-star hotelCan you make this trip cheaper?

Instant replies, no wait time ⚡

1
Dubrovnik
2
Kotor
3
Athens
4
Mykonos
5
Naxos
6
Santorini

15-Day Adriatic and Greek Island Escape

15 days
6 cities
67 experiences
6 hotels
6 transports
Download
Ottawa
Dubrovnik
May 9 – 12
Kotor
May 12 – 14
Athens
May 14 – 16
Mykonos
May 16 – 18
Naxos
May 18 – 20
Santorini
May 20 – 21
Ottawa
Days 1-4
May 9 – 12
Dubrovnik

Hey there! Your upcoming stay in Dubrovnik, Croatia, is all about soaking in the stunning medieval architecture and breathtaking Adriatic views. You'll love wandering through the ancient city walls and enjoying the vibrant local culture, making it a perfect blend of history and relaxation before you head to Kotor. Get ready for some unforgettable photo ops and delicious Croatian cuisine!

Stay
Days 1-4
May 9 – 12
3 nights

Hotel Kazbek

Elegant Loft Room
9.8
Wonderful330 reviews
Historic 16th-century summer residence turned boutique hotel
Itinerary
Days 1-4
May 9 – 12
Day 1•May 9•Weather icon19°C•4 Experiences

Arrival and First Evening in the Old Town

Day 2•May 10•Weather icon20°C•5 Experiences

Exploring Historic Walls and Panoramic Views

Day 3•May 11•Weather icon19°C•5 Experiences

Adriatic Caves and Cultural Heritage

Day 4•May 12•Weather icon20°C•3 Experiences

Morning Fortress Visit and Departure

Days 4-6
May 12 – 14
Kotor

Discover the charm of Kotor, Montenegro, nestled along the stunning Bay of Kotor. This leg of your trip offers a perfect blend of historic old town exploration, breathtaking fjord-like scenery, and luxurious yet authentic experiences. Enjoy wandering through medieval streets, soaking in panoramic views from the city walls, and indulging in exquisite local cuisine, making it a truly memorable stop on your Mediterranean journey.

Stay
Days 4-6
May 12 – 14
2 nights

Hotel Vardar Kotor

Double RoomBreakfast included
9.2
Wonderful162 reviews
Located directly in Kotor Old Town, steps from historic walls
Itinerary
Days 4-6
May 12 – 14
Day 4•May 12•5 Experiences

Arrival and Exploration of Kotor Old Town

Day 5•May 13•6 Experiences

Historic Walls and Scenic Bay Views

Day 6•May 14•1 Experience

Departure to Athens

Days 6-8
May 14 – 16
Athens

Your journey in Athens, Greece, from May 14 to May 16, will immerse you in the heart of ancient civilization and vibrant city life. Explore iconic landmarks like the Acropolis and Plaka district, where history meets modern charm. This leg offers a perfect blend of cultural discovery and urban excitement, setting the tone for your Greek island adventures.

Stay
Days 6-8
May 14 – 16
2 nights

Hellenic Vibes Smart Hotel

Breeze Classic Double RoomBreakfast included
9.6
Wonderful611 reviews
Located in heart of historic Athens near Monastiraki
Itinerary
Days 6-8
May 14 – 16
Day 6•May 14•Weather icon25°C•3 Experiences

Arrival and Evening Stroll in Historic Plaka

Day 7•May 15•Weather icon25°C•7 Experiences

Acropolis Exploration and Athenian Flavors

Day 8•May 16•Weather icon25°C•1 Experience

Departure for Mykonos Ferry

Days 8-10
May 16 – 18
Mykonos

Get ready to immerse yourself in the vibrant energy of Mykonos, Greece, where stunning beaches and lively nightlife await. This leg of your trip offers the perfect blend of relaxation and excitement with its charming streets, upscale dining, and iconic windmills. Experience the essence of the Greek island life with a touch of luxury and unforgettable scenic views.

Stay
Days 8-10
May 16 – 18
2 nights

Mykonos Ammos Hotel

Superior Room, 1 King Bed, Balcony, Sea ViewBreakfast included
9.6
Wonderful304 reviews
Direct access to Ornos Beach with sun loungers
Itinerary
Days 8-10
May 16 – 18
Day 8•May 16•Weather icon21°C•2 Experiences

Arrival and Settling into Mykonos

Day 9•May 17•Weather icon21°C•5 Experiences

Exploring Mykonos Town and Iconic Landmarks

Day 10•May 18•Weather icon21°C•3 Experiences

Lighthouse Views and Scenic Coastal Relaxation

Days 10-12
May 18 – 20
Naxos

Experience the charm of Naxos, Greece, where you can enjoy beautiful beaches, traditional villages, and rich history. This leg of your trip offers a perfect blend of relaxation and cultural exploration, with opportunities to savor local cuisine and explore ancient ruins. Naxos is an ideal stop to immerse yourself in authentic Greek island life before heading to Santorini.

Stay
Days 10-12
May 18 – 20
2 nights

Kouros Art Hotel - Adults Only

Double or Twin RoomBreakfast included
9.8
Wonderful114 reviews
Adults-only atmosphere ensures a quiet, relaxing stay
Itinerary
Days 10-12
May 18 – 20
Day 10•May 18•Weather icon23°C•4 Experiences

Arrival in Naxos and Exploring the Chora

Day 11•May 19•Weather icon23°C•4 Experiences

Marble Carving and Coastal Nature in Naxos

Day 12•May 20•Weather icon21°C•2 Experiences

Farm Cooking Class and Departure to Santorini

Day 12
May 20 – 21
Santorini

Get ready to be mesmerized by the iconic beauty of Santorini, Greece, where the stunning caldera views and picturesque white-washed buildings create a postcard-perfect setting. Enjoy a blend of luxurious relaxation and authentic Greek charm as you explore the island's unique landscapes and vibrant culture. This leg promises an unforgettable experience filled with breathtaking sunsets and exquisite local cuisine.

Stay
Day 12
May 20 – 21
1 night

Lilium Hotel

Economy RoomBreakfast included
9.6
Wonderful857 reviews
Stunning views of the Santorini Caldera
Itinerary
Day 12
May 20 – 21
Day 12•May 20•Weather icon22°C•4 Experiences

Arrival in Santorini and Full Island Exploration

Day 13•May 21•Weather icon25°C•3 Experiences

Departure from Santorini

Explore trips related to this itinerary

12-Day Romantic Greek Island Escape
20-Day Romantic Greek Island Escape
7-Day Greek Island Beach Escape
7-Day Relaxing Greek Island & Athens Escape
26-Day Greek and Italian Island Adventure
7-Day Greek Islands and Malta Escape
5 Days of Greek Island Bliss
11-Day Greek Island Balcony Cruise
5-Day Greek Island Hopping Adventure
8-Day Family Greek Island Adventure

This itinerary was created with Layla, the free AI trip planner.