Discover the soul of southern Puglia on a 5-day journey through Salento, a region where coastal beauty, ancient traditions, and relaxed Mediterranean living meet. Based at a beautiful masseria just outside Maglie, complete with a pool, spa, and in-house activities, each day invites you to explore a different slice of this sun-soaked land. You’ll take part in a cartapesta workshop in Lecce, ride through hidden villages of the Grecìa Salentina, and dive into quiet coves and sandy bays.
One of the highlights? A boat excursion along the Ionian coast, where you’ll fish at sunset and enjoy a meal prepared with your catch, the perfect blend of adventure and local flavor. Each evening, return to your countryside retreat to unwind and savor the rhythms of Puglia.
This trip's riding Skill Level: Il Principiante (Easy)
New to riding or just getting comfortable. Prefers gentle roads, slower paces, and lots of scenic stops.
24/7 Tour Leader: This will be most likely Mauro the founder of Vesping Around or one of his closest associates
Shuttle service: to/from Brindisi Airport or FS train station
Accommodation: 4 nights at a High End Boutique Hotel
All Meals: breakfasts, lunches & dinners
Vespa: Rental, helmet, top case, insurance
Gas: unlimited
International License: Required to ride in Italy. We are happy to handle the administrative tasks required to obtain your International License Permit for you.
All Planned Activities: Museum entrance, half day cooking lesson, access to 100km parade
Travel Kit: Required to ride in Italy. We are happy to handle the administrative tasks required to obtain your International License Permit for you.
Exclusive Services: Travel Insurance, Travel Concierge
A Lifetime Experience!
Airfare: Brindisi International Airport BDS is the closest airport
Travel Insurance: This is required for every traveler in order to keep your booking confirmed. Vesping Around recommends Faye.
ETIAS VISA: Required to enter EU Countries starting mid-2025
Shuttle Service: Transportation service from/to accommodation. If you wish to have this prearranged, please select this option as an add-on during check out.
Train: Train service from/to accommodation. You will want to arrive at the Brindisi Airport or Brindisi FS train station
We look forward to welcoming you and sharing an authentic and one-of-a-kind experience. In the splendid setting of the Apulian countryside, we will take you back in time to discover nature and local traditions.
Here every blade of grass seems to contain an entire library dedicated to marvel, silence and goodness and we will do our best to amaze you throughout your stay.
Get introduced to your Vespa for the tour, followed by a safety briefing to ensure a smooth and enjoyable ride.
Morning arrival and check-in at our countryside masseria with spa & pool
Scenic ride through the heart of the Salento region through towns such as Corigliano d’Otranto, Soleto, Martano
Guided walking tour of Lecce, known as the “Florence of the South”
Visit to a papier-mâché artisan workshop in Lecce (aka cartapesta)
Sunset aperitivo in the historic center
Ride back to Maglie
Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.
Total road: Approx. 110 km
Ride to the western coast:
Galatina
Visit to Galatina and taste the traditional pasticciotto
Santa Caterina
Santa Maria al Bagno
Swim or relax in peaceful fishing villages
Gallipoli
Explore Gallipoli’s island old town and seaside castle
Porto Cesareo
Nardò
Private boat excursion with hands-on fishing and sunset dinner aboard
Return to Maglie
Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.
Total road: Approx. 86 km
Ride to the deep south of Salento:
Maglie
Specchia
Marina di Andrano
Marina Serra
Ciolo
Leuca
Maglie
Visit Specchia, one of Italy’s most beautiful villages
Scenic swim stop at Ciolo bridge or hidden rocky coves
Explore Leuca, the southernmost tip of Puglia: lighthouse, sanctuary & sea swim
Sunset aperitivo along the promenade before returning
Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.
Total road: Approx. 62 km
Final day coastal ride:
Castro
Santa Cesarea Terme
Porto Badisco
legendary landing site of Aeneas
Otranto
Discover historic center: cathedral mosaics, castle, and seafront stroll
Alimini Lakes
Afternoon swim at Alimini Beach or Baia dei Turchi
Maglie
Farewell dinner in a local trattoria (e.g. Locanda dei Semplici) and goodbye walk through Maglie
Begin the day with a traditional Italian breakfast at the Masseria, featuring local pastries, coffee, and fresh fruit.
Say your final goodbyes to new friends, guides, and staff, with the hope to meet again on another adventure in the future.
Safe travels and arrivederci!
Classico - Single Occupancy
Available until 30 days before departure
Pricing: $3,250
Deposit: $1,950
Classico - Double Occupancy
Available until 30 days before departure
Pricing: $2,890
Deposit: $1,950
Available until 31 days before departure
All Vespa are 125cc automatic gear. Most people enjoy riding together - the passenger busy capturing photos and video moments). However, riding solo is also a vibe!
Pricing: $350
We at Vesping Around require the purchase travel insurance to ensure peace of mind and financial protection. Travel insurance covers unexpected events such as medical emergencies, trip cancellations, lost luggage, and delays. It provides support and assistance during unforeseen situations, allowing travelers to fully enjoy their adventure without worrying about potential setbacks. Investing in travel insurance is a smart decision for a safe and stress-free journey.
With partnered up with Faye because of their high rated customer assistance, instant funding in case of emergency, and ease-of-use app. You can access a link to Faye within your client portal after check out.
When you select this option, I will see you information regarding Faye and next steps.
Pricing: $0
If you indicate interest in this option, we will connect you with our travel concierge partner that will offer you personalized global travel options for your pre and post Vespa trip experience.
Commemorative Vesping Around Hat: $25
Commemorative Vesping Around T-shirt: $35
At Vesping Around, we craft intimate Vespa experiences that immerse travelers in the authentic beauty of Italy. Each journey is meticulously designed to highlight hidden gems, from charming small villages to scenic countryside routes. You'll savor local cuisine, meet passionate Vespisti from local clubs, and explore historical landmarks, all while enjoying the thrill of riding a classic Vespa. These personalized tours promise not just a trip, but a memorable adventure that captures the essence of Italian culture and lifestyle.
Call or Text: 888 773 2910