4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
Show more
4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
More
From
Where
Where
Worldee logo
From
Where
Where

Pearls of Tuscany

Worldee logo
From
Where
Where
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(WorldeeAccommodationPlaces)

The adventure awaits

custom/phone_filled
On my own
without a group, at your own pace
custom/calendar_filled
7 Days
(5 Nights)
custom/location_filled
51 places
visited

What is the first thing that comes to mind when you hear the word Tuscany? Whether you're a lover of delicious food, beautiful nature or good wine, you've come to the right place! In this six-day itinerary, you'll be able to visit Florence, the cradle of the Renaissance, medieval Manhattan, the city founded by legend by Sienio (hence its name Siena) and Aschia, Pisa with its world-famous Piazza of Miracles and Leaning Tower, and the true pearl of Tuscany-Lucca.


For whom is the trip suitable?

This tour is absolutely suitable for all ages and is not at all physically demanding. Of course, you have to expect to walk a bit more when hiking around the cities, but it's definitely worth it to see all the important sights, don't you think?


Program

The program I'm presenting here is more of a guide to Tuscany to help you get your bearings, and it also aims to highlight the places you should definitely not miss on your visit. If you want to swap a place in the itinerary for another that you find more interesting, of course you can, it's entirely up to you.

What is the first thing that comes to mind when you hear the word Tuscany? Whether you're a lover of delicious food, beautiful nature or good wine, you've come to the right place! In this six-day itinerary, you'll be able to visit Florence, the cradle of the Renaissance, medieval Manhattan, the city founded by legend by Sienio (hence its name Siena) and Aschia, Pisa with its world-famous Piazza of Miracles and Leaning Tower, and the true pearl of Tuscany-Lucca.


For whom is the trip suitable?

This tour is absolutely suitable for all ages and is not at all physically demanding. Of course, you have to expect to walk a bit more when hiking around the cities, but it's definitely worth it to see all the important sights, don't you think?


Program

The program I'm presenting here is more of a guide to Tuscany to help you get your bearings, and it also aims to highlight the places you should definitely not miss on your visit. If you want to swap a place in the itinerary for another that you find more interesting, of course you can, it's entirely up to 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$1,588.00
/ person
Selected date
10/13 - 10/19/20265 Nights
Change date


Total trip price
$3,176.00
for 2 people
Total trip price
$3,176
2 people
10/13 - 10/19/2026
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip

Your itinerary - Easy to personalize
included

Pamela Pettinaroli
Pamela Pettinaroli 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
6 days
43 places
Worldee logo
Pearls of Tuscany
Day 1–3 / 6
1

Day 1
Beach mode

4 places
18.17 mi(43 min)

On the first day you will land at Pisa airport. At the airport you will rent a car, then transfer to your accommodation, followed by free time in Pisa city where you can visit various shops, eat in one of the local restaurants or bars or just stroll around the city. In the afternoon you can visit the seaside village of Marina di Pisa, where you can enjoy the local beach and harbour. I would definitely recommend staying on one of the beaches until sunset, as you will see the unforgettable scenery of colours that characterizes such a typical Tuscan sunset.

2

Day 2
Discovering Pisa

6 places
4934 ft(20 min)

On your second day, you'll explore one of Tuscany's most famous cities, Pisa. You will start in the heart of the city's action at the Piazza dei Miracoli, where you will be able to admire the 4 main monuments that make the square stand out: the Leaning Tower, the Cathedral, the Baptistery and the Camposanto Cemetery. After a visit to this square, which may seem like something out of a fairy tale, you will move on to other parts of Pisa, towards the royal palace of Palazzo Reale, where you will find the art museum, and at the end of the day take a walk along the famous streets of Borgo Stretto and Borgo Largo. Then it's a lazy walk back to our accommodation.

3

Day 3
Up to Manhattan!

1/8
8 places
152.51 mi(4 h 02 min)

On the third day, we have to leave Pisa quite early in the morning, because we have a nearly two-hour journey to a city where time stopped somewhere in the Middle Ages - Siena. Here, try to catch the highlights of the city: La piazza del Campo with its majestic buildings, the local museum where you can learn more about Siena's history, as well as the religious gems, including the cathedral and the baptistery. After lunch in one of Siena's traditional restaurants, you'll head to San Gimignano, a town in the Tuscan hills about 40 km away, known as the medieval Manhattan. Once you visit the local cathedral, piazza, museum or traditional house, you'll immediately see why. Once you've explored San Gimignano, you'll be on your way back to your accommodation in Pisa.

Accommodation where you'll rest easy
included

5 Nights
1 accommodation
Accommodation for night 1 - 5
Recommended
0
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
32
33
34
35
36
37
38
39
40
41
42
43
44
San Tommaso
Booking.com8.0 / 10
Google4.0 / 5
Optional
5 Nights

San Tommaso is a small guest house located in the pedestrian area in the center of Pisa, just 300 meters from the Leaning Tower. It offers rooms with air conditioning, exposed wooden beam ceilings and free Wi-Fi. San Tommaso is housed in a historic building. Most rooms are located on the 1st floor, which was built in the 18th century. The accommodation is close to restaurants, cafes and shops.

Cheap double room with a double bed or twin beds

Flights that get you there
included

12 h 25 min
1 stop
LH
Tue 10/13 03:40 PMWed 10/14 10:05 AM
JFK
PSA
New YorkPisa
15 h 45 min
1 stop
LH
Mon 10/19 10:20 AM08:05 PM
PSA
JFK
PisaNew York

The car you'll be driving
included

Car for day 2 - 7
car
Small car
Fiat 500 or similar
1 driver
4 seats
Manual
Credit card required
Basic coverage
No extras

In-app guide
included

common/cursor
NavigationTo all places in the itinerary
common/headphones
Audio guideWith stories of each location
common/document
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
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
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.
Worldee
4.9/5
Accommodation
4.4/5
Places
4.6/5

Trip creator

Pamela Pettinaroli
Verified traveler
Pamela Pettinaroli
4 trips on Worldee
Guaranteed itinerary quality

You travel with confidence

custom/location_filled
Itineraries verified by expertsEvery trip is reviewed so your experience is flawless.
common/document
You are covered by statutory insuranceWe carry statutory insolvency insurance valid across the EU.
common/headphones
We have your back 24/7Our customer support is available to you 24/7.
4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
Show more
4.9/5 rating on Google
Best price guarantee
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
More

Pearls of Tuscany

Worldee logo
From
Where
Where
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(WorldeeAccommodationPlaces)

The adventure awaits

custom/phone_filled
On my own
without a group, at your own pace
custom/calendar_filled
7 Days
(5 Nights)
custom/location_filled
51 places
visited

What is the first thing that comes to mind when you hear the word Tuscany? Whether you're a lover of delicious food, beautiful nature or good wine, you've come to the right place! In this six-day itinerary, you'll be able to visit Florence, the cradle of the Renaissance, medieval Manhattan, the city founded by legend by Sienio (hence its name Siena) and Aschia, Pisa with its world-famous Piazza of Miracles and Leaning Tower, and the true pearl of Tuscany-Lucca.


For whom is the trip suitable?

This tour is absolutely suitable for all ages and is not at all physically demanding. Of course, you have to expect to walk a bit more when hiking around the cities, but it's definitely worth it to see all the important sights, don't you think?


Program

The program I'm presenting here is more of a guide to Tuscany to help you get your bearings, and it also aims to highlight the places you should definitely not miss on your visit. If you want to swap a place in the itinerary for another that you find more interesting, of course you can, it's entirely up to you.

What is the first thing that comes to mind when you hear the word Tuscany? Whether you're a lover of delicious food, beautiful nature or good wine, you've come to the right place! In this six-day itinerary, you'll be able to visit Florence, the cradle of the Renaissance, medieval Manhattan, the city founded by legend by Sienio (hence its name Siena) and Aschia, Pisa with its world-famous Piazza of Miracles and Leaning Tower, and the true pearl of Tuscany-Lucca.


For whom is the trip suitable?

This tour is absolutely suitable for all ages and is not at all physically demanding. Of course, you have to expect to walk a bit more when hiking around the cities, but it's definitely worth it to see all the important sights, don't you think?


Program

The program I'm presenting here is more of a guide to Tuscany to help you get your bearings, and it also aims to highlight the places you should definitely not miss on your visit. If you want to swap a place in the itinerary for another that you find more interesting, of course you can, it's entirely up to 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$1,588.00
/ person
Selected date
10/13 - 10/19/20265 Nights
Change date


Total trip price
$3,176.00
for 2 people
Total trip price
$3,176
2 people
10/13 - 10/19/2026
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip

Your itinerary - Easy to personalize
included

Pamela Pettinaroli
Pamela Pettinaroli 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
6 days
43 places
Worldee logo
Pearls of Tuscany
Day 1–3 / 6
1

Day 1
Beach mode

4 places
18.17 mi(43 min)

On the first day you will land at Pisa airport. At the airport you will rent a car, then transfer to your accommodation, followed by free time in Pisa city where you can visit various shops, eat in one of the local restaurants or bars or just stroll around the city. In the afternoon you can visit the seaside village of Marina di Pisa, where you can enjoy the local beach and harbour. I would definitely recommend staying on one of the beaches until sunset, as you will see the unforgettable scenery of colours that characterizes such a typical Tuscan sunset.

2

Day 2
Discovering Pisa

6 places
4934 ft(20 min)

On your second day, you'll explore one of Tuscany's most famous cities, Pisa. You will start in the heart of the city's action at the Piazza dei Miracoli, where you will be able to admire the 4 main monuments that make the square stand out: the Leaning Tower, the Cathedral, the Baptistery and the Camposanto Cemetery. After a visit to this square, which may seem like something out of a fairy tale, you will move on to other parts of Pisa, towards the royal palace of Palazzo Reale, where you will find the art museum, and at the end of the day take a walk along the famous streets of Borgo Stretto and Borgo Largo. Then it's a lazy walk back to our accommodation.

3

Day 3
Up to Manhattan!

1/8
8 places
152.51 mi(4 h 02 min)

On the third day, we have to leave Pisa quite early in the morning, because we have a nearly two-hour journey to a city where time stopped somewhere in the Middle Ages - Siena. Here, try to catch the highlights of the city: La piazza del Campo with its majestic buildings, the local museum where you can learn more about Siena's history, as well as the religious gems, including the cathedral and the baptistery. After lunch in one of Siena's traditional restaurants, you'll head to San Gimignano, a town in the Tuscan hills about 40 km away, known as the medieval Manhattan. Once you visit the local cathedral, piazza, museum or traditional house, you'll immediately see why. Once you've explored San Gimignano, you'll be on your way back to your accommodation in Pisa.

Accommodation where you'll rest easy
included

5 Nights
1 accommodation
Accommodation for night 1 - 5
Recommended
0
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
32
33
34
35
36
37
38
39
40
41
42
43
44
San Tommaso
Booking.com8.0 / 10
Google4.0 / 5
Optional
5 Nights

San Tommaso is a small guest house located in the pedestrian area in the center of Pisa, just 300 meters from the Leaning Tower. It offers rooms with air conditioning, exposed wooden beam ceilings and free Wi-Fi. San Tommaso is housed in a historic building. Most rooms are located on the 1st floor, which was built in the 18th century. The accommodation is close to restaurants, cafes and shops.

Cheap double room with a double bed or twin beds

Flights that get you there
included

12 h 25 min
1 stop
LH
Tue 10/13 03:40 PMWed 10/14 10:05 AM
JFK
PSA
New YorkPisa
15 h 45 min
1 stop
LH
Mon 10/19 10:20 AM08:05 PM
PSA
JFK
PisaNew York

The car you'll be driving
included

Car for day 2 - 7
car
Small car
Fiat 500 or similar
1 driver
4 seats
Manual
Credit card required
Basic coverage
No extras

In-app guide
included

common/cursor
NavigationTo all places in the itinerary
common/headphones
Audio guideWith stories of each location
common/document
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
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
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.
Worldee
4.9/5
Accommodation
4.4/5
Places
4.6/5

Trip creator

Pamela Pettinaroli
Verified traveler
Pamela Pettinaroli
4 trips on Worldee
Guaranteed itinerary quality

You travel with confidence

custom/location_filled
Itineraries verified by expertsEvery trip is reviewed so your experience is flawless.
common/document
You are covered by statutory insuranceWe carry statutory insolvency insurance valid across the EU.
common/headphones
We have your back 24/7Our customer support is available to you 24/7.
Price
from$1,588
/ person