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$1,143.00
/ person
Selected date
12/9 - 12/16/20266 Nights
Change date
Travelers2 travelers
Change number
Departure airportBoston
Total trip price
$2,286.00
for 2 people
Deposit
$1,410.00
Your money is protected by our statutory insurance.
Deposit
$1,410
2 people
12/9 - 12/16/2026
Total trip price:$2,286
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
Your itinerary - Easy to personalize
included
Jack created the itinerary based on personal experience to help you enjoy the trip to the fullest.
No unnecessary transfers
Well-organized days
Top spots and hidden gems
Ibla
Valley of the Temples
4.7Google
Scopello
Mount Etna
4.7Google
Marzamemi
Agrigento
Temple of Concordia, Agrigento
4.9Google
Stair of the Turks
4.5Google
Riserva Naturale Orientata dello Zingaro
4.7Google
San Vito Lo Capo
Palermo
Palermo Cathedral
4.7Google
Taormina
Accommodation where you'll rest easy
included
6 Nights
4 accommodations
Accommodation for night 1 - 2
Recommended
Casa Marchesa
9.5 / 10
No food
2 Nights
Casa Marchesa offers air-conditioned accommodation with a balcony and free Wi-Fi. Cattedrale di Noto is 38 km away.
All units feature a terrace with city views, a flat-screen TV, a seating area, a well-equipped kitchen, and a private bathroom with free toiletries. A private bathroom with a bidet and a hairdryer is provided in every unit.
Car rental is available at Casa Marchesa.
Vendicari Natural Reserve is 41 km from Casa Marchesa, while Marina di Modica is 21 km away. The nearest airport is Comiso Airport, 37 km from the accommodation.
1 bedroom house
Accommodation for night 3 - 4
Recommended
B&B HOTEL Trapani Crystal
8.4 / 10
Optional
2 Nights
B&B HOTEL Trapani Crystal is located in Trapani. Spiaggia Torre di Ligny beach is 2.2 km away and Segesta is 34 km away. This 4-star hotel offers a shared lounge and rooms with air conditioning, free Wi-Fi and a private bathroom. Grotta Mangiapane is 19 km from the hotel and Terme Segestane is 44 km away.
All units at B&B HOTEL Trapani Crystal have a flat-screen TV with satellite channels and a safe. The private bathroom is equipped with a bidet, free toiletries and a hairdryer. All rooms are equipped with a desk.
Guests at B&B HOTEL Trapani Crystal can choose a buffet or continental breakfast.
Reception staff speak English and Italian and are willing to help you at any time.
The port of Trapani is 1 km from B&B HOTEL Trapani Crystal and Cornino Bay is 19 km away. Vincenzo Florio Trapani Airport is 14 km from the property.
Standard Double Room with one large bed
Accommodation for night 5
Recommended
Ai Vicerè
8.6 / 10
No food
1 Night
Ai Vicerè is located in the center of Palermo, a 10-minute walk from the port of Palermo. This guest house offers modern rooms with a balcony and free Wi-Fi.
The daily breakfast includes fresh fruit, yogurt and cereals. Savory ingredients are available on request free of charge.
All rooms at Ai Vicerè are located on the 1st floor of an early 20th-century building and overlook the courtyard. Each room is air-conditioned and has an LCD TV.
During your stay, you can relax in the shared dining/reading room.
Buses to Palermo Train Station, which is 3 km away, are just 200 meters away. The Politeama Theatre is a 10-minute walk from the guest house.
Standard Room with private external bathroom
Accommodation for night 6
Recommended
Oasi del Lago
9.5 / 10
Breakfast
1 Night
Oasi del Lago is located in Regalbuto and has a restaurant, shared lounge, bar, garden, terrace, playground and garden views. Free Wi-Fi is available throughout the property and private parking is available on site.
All units have a private bathroom, bidet, air conditioning, flat-screen TV and fridge. There is a private bathroom with full amenities including a shower and free toiletries.
An Italian, vegan or gluten-free breakfast is served on site.
There is an aquapark on site and guests can enjoy fishing and cycling in the surrounding area of Oasi del Lago.
Sicilia Outlet Village is 40 km from Oasi del Lago and Etnaland is 39 km away. Catania Fontanarossa Airport is 54 km away.
Double room with a double bed and a balcony
Flights that get you there
included
13 h 18 min
•
1 stop
•
Wed 12/9 01:37 PMThu 12/10 08:55 AM
BOS
CTA
BostonCatania
14 h 06 min
•
1 stop
•
Wed 12/16 10:55 AM07:01 PM
CTA
BOS
CataniaBoston
The car you'll be driving
included
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 guide
included
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 $1,410 today and pay the balance by 11/9/2026
Worldee Guarantee
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
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.
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$1,143.00
/ person
Selected date
12/9 - 12/16/20266 Nights
Change date
Travelers2 travelers
Change number
Departure airportBoston
Total trip price
$2,286.00
for 2 people
Deposit
$1,410.00
Your money is protected by our statutory insurance.
Deposit
$1,410
2 people
12/9 - 12/16/2026
Total trip price:$2,286
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
Your itinerary - Easy to personalize
included
Jack created the itinerary based on personal experience to help you enjoy the trip to the fullest.
No unnecessary transfers
Well-organized days
Top spots and hidden gems
Ibla
Valley of the Temples
4.7Google
Scopello
Mount Etna
4.7Google
Marzamemi
Agrigento
Temple of Concordia, Agrigento
4.9Google
Stair of the Turks
4.5Google
Riserva Naturale Orientata dello Zingaro
4.7Google
San Vito Lo Capo
Palermo
Palermo Cathedral
4.7Google
Taormina
Accommodation where you'll rest easy
included
6 Nights
4 accommodations
Accommodation for night 1 - 2
Recommended
Casa Marchesa
9.5 / 10
No food
2 Nights
Casa Marchesa offers air-conditioned accommodation with a balcony and free Wi-Fi. Cattedrale di Noto is 38 km away.
All units feature a terrace with city views, a flat-screen TV, a seating area, a well-equipped kitchen, and a private bathroom with free toiletries. A private bathroom with a bidet and a hairdryer is provided in every unit.
Car rental is available at Casa Marchesa.
Vendicari Natural Reserve is 41 km from Casa Marchesa, while Marina di Modica is 21 km away. The nearest airport is Comiso Airport, 37 km from the accommodation.
1 bedroom house
Accommodation for night 3 - 4
Recommended
B&B HOTEL Trapani Crystal
8.4 / 10
Optional
2 Nights
B&B HOTEL Trapani Crystal is located in Trapani. Spiaggia Torre di Ligny beach is 2.2 km away and Segesta is 34 km away. This 4-star hotel offers a shared lounge and rooms with air conditioning, free Wi-Fi and a private bathroom. Grotta Mangiapane is 19 km from the hotel and Terme Segestane is 44 km away.
All units at B&B HOTEL Trapani Crystal have a flat-screen TV with satellite channels and a safe. The private bathroom is equipped with a bidet, free toiletries and a hairdryer. All rooms are equipped with a desk.
Guests at B&B HOTEL Trapani Crystal can choose a buffet or continental breakfast.
Reception staff speak English and Italian and are willing to help you at any time.
The port of Trapani is 1 km from B&B HOTEL Trapani Crystal and Cornino Bay is 19 km away. Vincenzo Florio Trapani Airport is 14 km from the property.
Standard Double Room with one large bed
Accommodation for night 5
Recommended
Ai Vicerè
8.6 / 10
No food
1 Night
Ai Vicerè is located in the center of Palermo, a 10-minute walk from the port of Palermo. This guest house offers modern rooms with a balcony and free Wi-Fi.
The daily breakfast includes fresh fruit, yogurt and cereals. Savory ingredients are available on request free of charge.
All rooms at Ai Vicerè are located on the 1st floor of an early 20th-century building and overlook the courtyard. Each room is air-conditioned and has an LCD TV.
During your stay, you can relax in the shared dining/reading room.
Buses to Palermo Train Station, which is 3 km away, are just 200 meters away. The Politeama Theatre is a 10-minute walk from the guest house.
Standard Room with private external bathroom
Accommodation for night 6
Recommended
Oasi del Lago
9.5 / 10
Breakfast
1 Night
Oasi del Lago is located in Regalbuto and has a restaurant, shared lounge, bar, garden, terrace, playground and garden views. Free Wi-Fi is available throughout the property and private parking is available on site.
All units have a private bathroom, bidet, air conditioning, flat-screen TV and fridge. There is a private bathroom with full amenities including a shower and free toiletries.
An Italian, vegan or gluten-free breakfast is served on site.
There is an aquapark on site and guests can enjoy fishing and cycling in the surrounding area of Oasi del Lago.
Sicilia Outlet Village is 40 km from Oasi del Lago and Etnaland is 39 km away. Catania Fontanarossa Airport is 54 km away.
Double room with a double bed and a balcony
Flights that get you there
included
13 h 18 min
•
1 stop
•
Wed 12/9 01:37 PMThu 12/10 08:55 AM
BOS
CTA
BostonCatania
14 h 06 min
•
1 stop
•
Wed 12/16 10:55 AM07:01 PM
CTA
BOS
CataniaBoston
The car you'll be driving
included
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 guide
included
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 $1,410 today and pay the balance by 11/9/2026
Worldee Guarantee
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
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.