Luxury 5-Day Italy Road Trip from Brindisi to Taranto and Lecce and surrounding area

Your luxury holiday in Italy begins as soon as you reach the city of Brindisi. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to amici dei musei brindisi. This sightseeing destination is a popular stop on travelers’ itineraries in Brindisi, with an average rating of 4.5 out of 5 stars by 1,921 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Brindisi. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

In Brindisi, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Extend your evening after a delightful meal by visiting Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti celiaci. Slot machines. Scommesse, which offers the perfect atmosphere for a night out. Moreover, Eden Cafè is another popular option for a drink or two. Likewise, Altair Cafè also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Ostuni, Fasano, and Brindisi. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Upon reaching Ostuni, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Journey into the unknown at Parco naturale regionale Dune costiere da Torre Canne a Torre S. Leonardo, a unique attraction awaiting your visit. This remarkable regional park has an average rating of 4.4 out of 5 stars from 5,925 reviews.

When you’re ready to jump back into the car and say goodbye to Brindisi, you’ll hit the road in the direction of Fasano. This drive usually takes around 45 min. When you arrive, enjoy some sightseeing.

Drop by the renowned Zoosafari Fasanolandia. This popular animal theme park has been rated an average of 4.5 out of 5 stars by 24,062 visitors.

As you’ve unraveled the marvels of Brindisi, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Fasano may take around 45 min. Upon your arrival in Fasano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

A top pick for your self-guided sightseeing tour today is Monumento al Marinaio d'Italia. Previous visitors have rated this cautionary monument an average of 4.6 out of 5 stars in 2,170 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Taranto.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Taranto for you, so you can check out the menus and make your reservation in advance.

Round off your dining experience by visiting Bar Center, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tabir, a bar catering to every mood and preference. Old Fashion likewise offers a unique atmosphere, perfect for a memorable night out.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Matera. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’re ready to jump back into the car and say goodbye to Taranto, you’ll hit the road in the direction of Matera. This drive usually takes around 1 hour 10 min. When you arrive, enjoy some sightseeing.

An excellent attraction to start your day with is Palombaro lungo. This sightseeing destination is rated an average of 4.5 out of 5 stars in 7,650 reviews.

Continue your journey at Sassi di Matera. This archaeological site is rated 4.8 out of 5 stars by 34,582 travelers from near and far.

Matera is also the home of Sasso Caveoso. This point of interest has an average rating of 4.8 out of 5 stars from 1,108 visitors.

You can continue your self-guided sightseeing tour at Belvedere di Piazza Giovanni Pascoli. Rated 4.7 out of 5 stars by 3,750 visitors, a visit to this top sight is time well spent.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Lecce.

In Lecce, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

After enjoying a fulfilling meal, continue your evening at Sensi, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Alvino offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Il Palio provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to another amazing day of your luxury holiday in Matera, Italy and seize the opportunity to celebrate.

Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Brindisi, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Sant'Andrea, Santa Caterina, Madonna di Roca Vecchia, and Otranto.

Set your GPS to Sant'Andrea and hit the road. Expect a journey of approximately 7 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Sant'Andrea beckons with new experiences!

Kick off the day at Torre Sant'Andrea, a top pick for today’s sightseeing. This coastal tower is rated an average of 4.7 out of 5 stars in 5,313 reviews.

Today is also your chance to visit Faraglioni di Sant'Andrea. Faraglioni di Sant'Andrea is a sightseeing destination with an average rating of 4.8 out of 5 stars from 2,611 reviews.

When you’ve had your share of Otranto, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Caterina. Your travel time is around 56 min.

Begin your sightseeing with a visit to Parco naturale regionale Porto Selvaggio. This park is rated an average of 4.7 out of 5 stars in 6,747 reviews.

Continue your road trip and head to your next destination, Madonna di Roca Vecchia. This car ride takes around 37 min.

An excellent attraction to start your day with is La Poesia. This cave is rated an average of 4.5 out of 5 stars in 13,604 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Brindisi.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Brindisi.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Today is the last day of your 5-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Brindisi before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Brindisi’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

Treat yourself to a final feast. Savor the unique flavors of Brindisi one last time before you head to the airport.

If you're in the mood to try something new, consider Pizzeria La Nassa, another top spot with a mouthwatering menu.

You will then say farewell to Brindisi and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!