The adventure awaits
Sicily - Mediterranean island of Italy, formed by the world-famous volcano Etna. What bays, mountains and beaches were probably created by this natural force? Take a rental car and discover it for yourself! Drive along the azure Mediterranean coast and stop at sleepy fishing villages and ancient towns. Relax on fabulous beaches and marvel at the rugged mountains and dramatic cliffs that rise proudly above the sea. And there on the horizon? The Aeolian island of Salina! Two volcanoes have lifted it out of the Mediterranean Sea and left it with as much untouched nature as you've ever experienced! Put on your hiking boots and relax after your explorations in the best accommodation on the islands: whether in traditional country houses, boutique hotels or by the pool on Salina, no wish will go unfulfilled. Cheer up, your dream destination awaits you!
Sicily - Mediterranean island of Italy, formed by the world-famous volcano Etna. What bays, mountains and beaches were probably created by this natural force? Take a rental car and discover it for yourself! Drive along the azure Mediterranean coast and stop at sleepy fishing villages and ancient towns. Relax on fabulous beaches and marvel at the rugged mountains and dramatic cliffs that rise proudly above the sea. And there on the horizon? The Aeolian island of Salina! Two volcanoes have lifted it out of the Mediterranean Sea and left it with as much untouched nature as you've ever experienced! Put on your hiking boots and relax after your explorations in the best accommodation on the islands: whether in traditional country houses, boutique hotels or by the pool on Salina, no wish will go unfulfilled. Cheer up, your dream destination awaits you!
Included in the price
included
ItineraryPrepared by someone who has actually been to the destination.
Accommodation
Flights
Car
Accommodation
Flights
Car
In-app guideGuides you day by day. Important documents, audio guide, and navigation all in one place.
from$1,170.00
/ personSelected date
12/8 - 12/15/20266 Nights
Travelers2 travelers
Departure airportBoston
Total trip price
$2,340.00
Deposit
$1,422.00
Your money is protected by our statutory insurance.
Deposit
$1,422
2 people
12/8 - 12/15/2026
Total trip price:$2,340
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
Your itinerary - Easy to personalizeincluded
Jack created the itinerary based on personal experience to help you enjoy the trip to the fullest.
7 days
13 places
Road trip
Adventure in Sicily: Behind Volcanoes and the Sea
Day 1–3 / 7
1
Day 1
Sunglasses on your nose and ready for whatever comes: This is how you stand at the airport and look forward to your adventure with joyful anticipation! At the southernmost tip of the Italian boot lies your long-awaited destination: Sicily, home of mighty Mount Etna, beautiful beaches and pure dolce vita. It is there that you will land and set off to meet your first destination.
Your compass points southwest and you head for your first accommodation. From a distance you see Ragusa perched on a hill and your heart immediately leaps: You can't wait to walk the streets of the old town, take in the view of the surrounding countryside and find the best place for your first dinner in the land of pizza and pasta. Fancy something typically Sicilian? Then order pasta alla Norma and enjoy it!
Your compass points southwest and you head for your first accommodation. From a distance you see Ragusa perched on a hill and your heart immediately leaps: You can't wait to walk the streets of the old town, take in the view of the surrounding countryside and find the best place for your first dinner in the land of pizza and pasta. Fancy something typically Sicilian? Then order pasta alla Norma and enjoy it!
2
Day 2
You've probably already noticed that Ragusa has two faces: On the hill you will find the geometrically arranged Ragusa Superiore. From here you'll get a breathtaking panoramic view of the mountainous landscape - and of Ragusa Ibla, the historic centre of the city with its magnificent Baroque buildings and winding streets. You could get lost forever, but your rental car is waiting to take you on a trip to the east coast. Your destination is the picturesque seaside town of Marzamemi. You wander through narrow old streets bathed in warm sunlight, at the end of which you see the blue dot of the Ionian Sea. The air tastes of salt and old times, and the colourful boats of Sicilian fishermen bob in the harbours, offering you photogenic scenery you've never dreamed of. An absolute must-do: take a picture of the blue chairs of the restaurants in Piazza Regina Margherita!
3
Day 3
A roadtrip along the endless Mediterranean coast of Sicily, full of stops that could easily come from a fairy tale - that's what your daily plan looks like! Halfway along the southern coast of Sicily, you'll stop in Agrigento in the "Valley of the Temples", a true UNESCO World Heritage Site. Walk among the ruins and admire the almost perfectly preserved Temple of Concordia. Want to know more about this historic site? Then join a tour of the ancient site (optional, bookable in advance online).
Before you head to the day's destination of Castelvetrano, there's an absolute must-see on your itinerary: the Scala dei Turchi on the coast in front of Agrigento. The snow-white, terraced cliff dropping over the turquoise sea is the perfect spot for a selfie!
Accommodation where you'll rest easyincluded
6 Nights
4 accommodations
Accommodation for night 1 - 2
Recommended
Relais Chiaramonte
Breakfast
2 Nights
Accommodation for night 3 - 4
Recommended
Hotel San Michele
No food
2 Nights
Accommodation for night 5
Recommended
B&B Hotel Palermo Quattro Canti
Breakfast
1 Night
Accommodation for night 6
Recommended
La Dolce Vita - B&B con Piscina Regalbuto - Lago Pozzillo
Breakfast
1 Night
Flights that get you thereincluded
13 h 18 min
•1 stop
•
Tue 12/8 01:37 PMWed 12/9 08:55 AM
BOS
CTA
BostonCatania
14 h 35 min
•1 stop
•Tue 12/15 06:00 AM02:35 PM
CTA
BOS
CataniaBoston
The car you'll be drivingincluded
Car for day 2 - 8
Small car
Renault Twingo or similar
1 driver
4 seats
Manual
Credit card required
Basic coverage
No extras
In-app guideincluded
NavigationTo all places in the itinerary
Audio guideWith stories of each location
Documents in one placeAll your tickets and vouchers
Select your travel group
Choose the dates that work best for you
Includes:
Itinerary
Flights
Accommodation
Car
In-app guide
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
October 2026
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Just pay a deposit of $1,422 today and pay the balance by 11/8/2026
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
We have a 4.9/5 rating on GoogleRead over a thousand reviews from our travelers on Worldee and Google.
You get our best price guaranteeFound the same trip cheaper somewhere else? We'll refund you the difference, no fine print, no hassle.
Every itinerary is designed by real travelersEvery trip is personally designed and tested by our own travel experts, not generated by an algorithm.
We have your back 24/7If something goes wrong on your trip, our support team is available around the clock. A real person, no AI, no automation.
Upgrade to Flexible BookingAdd Flexible Booking to your trip and change your dates or services up to a month before departure.
Tens of thousands of people follow usOver 32,000 people follow us on Instagram and over 8,000 on Facebook. Come see what's new. Our app has been downloaded by more than 120,000 travelers.
Overall trip rating
4.6/5
Trip
4.6/5
Worldee
4.9/5
Creator
4.6/5
Accommodation
4.4/5
Places
4.6/5
itinerary by Jack
The adventure awaits
Sicily - Mediterranean island of Italy, formed by the world-famous volcano Etna. What bays, mountains and beaches were probably created by this natural force? Take a rental car and discover it for yourself! Drive along the azure Mediterranean coast and stop at sleepy fishing villages and ancient towns. Relax on fabulous beaches and marvel at the rugged mountains and dramatic cliffs that rise proudly above the sea. And there on the horizon? The Aeolian island of Salina! Two volcanoes have lifted it out of the Mediterranean Sea and left it with as much untouched nature as you've ever experienced! Put on your hiking boots and relax after your explorations in the best accommodation on the islands: whether in traditional country houses, boutique hotels or by the pool on Salina, no wish will go unfulfilled. Cheer up, your dream destination awaits you!
Sicily - Mediterranean island of Italy, formed by the world-famous volcano Etna. What bays, mountains and beaches were probably created by this natural force? Take a rental car and discover it for yourself! Drive along the azure Mediterranean coast and stop at sleepy fishing villages and ancient towns. Relax on fabulous beaches and marvel at the rugged mountains and dramatic cliffs that rise proudly above the sea. And there on the horizon? The Aeolian island of Salina! Two volcanoes have lifted it out of the Mediterranean Sea and left it with as much untouched nature as you've ever experienced! Put on your hiking boots and relax after your explorations in the best accommodation on the islands: whether in traditional country houses, boutique hotels or by the pool on Salina, no wish will go unfulfilled. Cheer up, your dream destination awaits you!
Included in the price
included
ItineraryPrepared by someone who has actually been to the destination.
Accommodation
Flights
Car
Accommodation
Flights
Car
In-app guideGuides you day by day. Important documents, audio guide, and navigation all in one place.
from$1,170.00
/ personSelected date
12/8 - 12/15/20266 Nights
Travelers2 travelers
Departure airportBoston
Total trip price
$2,340.00
Deposit
$1,422.00
Your money is protected by our statutory insurance.
Deposit
$1,422
2 people
12/8 - 12/15/2026
Total trip price:$2,340
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
Your itinerary - Easy to personalizeincluded
Jack created the itinerary based on personal experience to help you enjoy the trip to the fullest.
7 days
13 places
Road trip
Adventure in Sicily: Behind Volcanoes and the Sea
Day 1–3 / 7
1
Day 1
Sunglasses on your nose and ready for whatever comes: This is how you stand at the airport and look forward to your adventure with joyful anticipation! At the southernmost tip of the Italian boot lies your long-awaited destination: Sicily, home of mighty Mount Etna, beautiful beaches and pure dolce vita. It is there that you will land and set off to meet your first destination.
Your compass points southwest and you head for your first accommodation. From a distance you see Ragusa perched on a hill and your heart immediately leaps: You can't wait to walk the streets of the old town, take in the view of the surrounding countryside and find the best place for your first dinner in the land of pizza and pasta. Fancy something typically Sicilian? Then order pasta alla Norma and enjoy it!
Your compass points southwest and you head for your first accommodation. From a distance you see Ragusa perched on a hill and your heart immediately leaps: You can't wait to walk the streets of the old town, take in the view of the surrounding countryside and find the best place for your first dinner in the land of pizza and pasta. Fancy something typically Sicilian? Then order pasta alla Norma and enjoy it!
2
Day 2
You've probably already noticed that Ragusa has two faces: On the hill you will find the geometrically arranged Ragusa Superiore. From here you'll get a breathtaking panoramic view of the mountainous landscape - and of Ragusa Ibla, the historic centre of the city with its magnificent Baroque buildings and winding streets. You could get lost forever, but your rental car is waiting to take you on a trip to the east coast. Your destination is the picturesque seaside town of Marzamemi. You wander through narrow old streets bathed in warm sunlight, at the end of which you see the blue dot of the Ionian Sea. The air tastes of salt and old times, and the colourful boats of Sicilian fishermen bob in the harbours, offering you photogenic scenery you've never dreamed of. An absolute must-do: take a picture of the blue chairs of the restaurants in Piazza Regina Margherita!
3
Day 3
A roadtrip along the endless Mediterranean coast of Sicily, full of stops that could easily come from a fairy tale - that's what your daily plan looks like! Halfway along the southern coast of Sicily, you'll stop in Agrigento in the "Valley of the Temples", a true UNESCO World Heritage Site. Walk among the ruins and admire the almost perfectly preserved Temple of Concordia. Want to know more about this historic site? Then join a tour of the ancient site (optional, bookable in advance online).
Before you head to the day's destination of Castelvetrano, there's an absolute must-see on your itinerary: the Scala dei Turchi on the coast in front of Agrigento. The snow-white, terraced cliff dropping over the turquoise sea is the perfect spot for a selfie!
Accommodation where you'll rest easyincluded
6 Nights
4 accommodations
Accommodation for night 1 - 2
Recommended
Relais Chiaramonte
Breakfast
2 Nights
Accommodation for night 3 - 4
Recommended
Hotel San Michele
No food
2 Nights
Accommodation for night 5
Recommended
B&B Hotel Palermo Quattro Canti
Breakfast
1 Night
Accommodation for night 6
Recommended
La Dolce Vita - B&B con Piscina Regalbuto - Lago Pozzillo
Breakfast
1 Night
Flights that get you thereincluded
13 h 18 min
•1 stop
•Tue 12/8 01:37 PMWed 12/9 08:55 AM
BOS
CTA
BostonCatania
14 h 35 min
•1 stop
•Tue 12/15 06:00 AM02:35 PM
CTA
BOS
CataniaBoston
The car you'll be drivingincluded
Car for day 2 - 8
Small car
Renault Twingo or similar
1 driver
4 seats
Manual
Credit card required
Basic coverage
No extras
In-app guideincluded
NavigationTo all places in the itinerary
Audio guideWith stories of each location
Documents in one placeAll your tickets and vouchers
Select your travel group
Choose the dates that work best for you
Includes:
Itinerary
Flights
Accommodation
Car
In-app guide
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
October 2026
Su
Mo
Tu
We
Th
Fr
Sa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Just pay a deposit of $1,422 today and pay the balance by 11/8/2026
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
We have a 4.9/5 rating on GoogleRead over a thousand reviews from our travelers on Worldee and Google.
You get our best price guaranteeFound the same trip cheaper somewhere else? We'll refund you the difference, no fine print, no hassle.
Every itinerary is designed by real travelersEvery trip is personally designed and tested by our own travel experts, not generated by an algorithm.
We have your back 24/7If something goes wrong on your trip, our support team is available around the clock. A real person, no AI, no automation.
Upgrade to Flexible BookingAdd Flexible Booking to your trip and change your dates or services up to a month before departure.
Tens of thousands of people follow usOver 32,000 people follow us on Instagram and over 8,000 on Facebook. Come see what's new. Our app has been downloaded by more than 120,000 travelers.
Overall trip rating
4.6/5
Trip
4.6/5
Worldee
4.9/5
Creator
4.6/5
Accommodation
4.4/5
Places
4.6/5
