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SUP YO was founded by Jana Olenio, yoga instructor, travel agent and NH native, and was created from pure passion for nature and outdoor adventure. SUP YO was originally formed in 2011 as a paddleboard yoga company that over time evolved into many other outdoor adventure offerings from day hikes to weeklong worldwide adventure trips.

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A Taste of Tuscany & the Italian Riviera

A Taste of Tuscany & the Italian Riviera

$3,595 per person
Next Date TBD
term-custom-icon Activity Level 2
term-custom-icon Horseback, Kayak, Yoga
14 Attendees

The perfect mix of italian culture, history and active adventure

Enjoy the perfect mix of Italian culture, history and active adventure from the charming historic towns of Tuscany to the exquisite cliffside of the Italian Riviera, and of course, delicious food and vino! On this trip we will explore the lush rolling hill towns of Tuscany, the ancient city of Pisa, Cinque Terre’s cliffside coast and Florence, rich in history and home of The David.

 

Package Includes

  • 9 Days/8 nights in a shared or single room
  • 8 Breakfasts, 3 Lunches, 4 Dinners
  • 3 Cooking Classes
  • 5 Daily Excursions
  • Entrance Fees, Porter Service
  • English Speaking Private Guides
  • Airport Transfers (taxi and ferry)

 

Not Included

  • Airfare
  • Meals not mentioned above
  • Additional tours, excursions or other not included in the above itinerary

Payment Options

  • CC: Pay deposit only or in full at check out
  • Check: Use promo code paybycheck at check out
  • If Mailing Check, mail to: SUP YO, PO BOX 273, N. Andover MA 01845

Arrival & Departure

  • Please plan to arrive Florence (FLR) before noon on May 7, 2022.
  • Depart on May 15, 2022 from Florence (FLR) anytime.
  • If you require assistance with booking airfare please contact us via email

Ground Transfers

  • Private Group Transfers are included and will be provided for you.
  • Everyone will be on the same coach transfer to/from the airport. (If your flight arrives later than noon, there will be an additional cost for a private transfer)
  • On the return, the group coach transfer is included OR you may take a taxi to the airport at your leisure.

Cancellation Policy

All reservations that are cancelled will a incur a $1,000 penalty (your non-refundable deposit). Final payment due Feb 6, 2022. No refunds for cancellations made after Feb 7, 2022.

Travel Insurance

Cancel for any reason trip insurance is available and recommended. Email us to request a quote.

Itinerary and pricing

We begin our journey in the picturesque, tuscan, medieval village of San Gimignano

The origins of Guardastelle date back to the middle of the fifteenth century. The Villa has been enlarged over the centuries in order to house the children of the peasants, the last part of the house was built in the 1950s. The estate was originally a farmstead for all intents and purposes, surrounded by immaculately kept olive groves, gardens and vineyards. Also on the property there is a woodshed, a barn, a pigsty, a winery and an olive-oil press. In 1984 it was purchased in poor conditions, almost unsuitable to live in, by a man named Sestilio. However, the unique view of San Gimignano and the sweeping panorama over the vineyards and hills held an irresistible attraction. Sestilio’s intention was to rediscover the spirit of country life with his family. In 1997, his daughter, Susan, decided to start making wine from her own grapes in the winery built and fitted out by her father, producing wines and extra-virgin olive oil under the brand Sovestro in Poggio. In 2003 she began renovation works on the house, and after four years of work she endowed Guardastelle with its current appearance. It is impossible not to fall in love with its rolling hills, the fruits of which become the wine and olive oil that the whole world envies. Guardastelle Villa will immerse you into a fairytale atmosphere as the fireflies accompany you along the road leading to the gates of San Gimignano, with its enchanting towers, cobblestone streets and centuries old history. Join us in October and experience for yourself the magic that makes this villa and this village so incredibly special that you will want to return again and again.

1
Day 1, May 7
Upon arrival in Florence, transfer from the airport to Guardastelle Villa in San Gimignano by coach with an English speaking assistant. Upon your arrival, settle in and familiarize yourself with the grounds and/or follow the path for a stroll into San Gimignano for a tuscan lunch or cappuccino at one of the many quaint cafes. Later that afternoon we will meet for a welcome circle and 4-course Tuscan dinner and local wine at the Villa while enjoying spectacular views of the Tuscan hills and San Gimignano.
  • airport transfer to villa, lunch on own, welcome circle, light yoga s t r e t c h, dinner, overnight at villa.
2
Day 2, May 8
Wake up and breathe in the breath-taking views of the rolling tuscan hills during an outdoor yoga practice. Enjoy breakfast at your leisure on the outdoor terrace followed by horseback riding through the vineyards of Il Vecchio Maneggio Estate. On our ride we will be surrounded by vineyards, olive groves, saffron crops, fruit orchards and rolling fields. Il Vecchio Maneggio Estate is a working-holiday farm where you will enjoy the atmosphere of a century-old tradition. Here we will have a chance to taste some of their local products. After our ride, we will enjoy an afternoon cooking class with dinner (3 course-set menu). Take your cue from an expert chef as you create an Italian menu. Then sit down to enjoy the fruits of your labour, complemented by Tuscan wine.
  • morning yoga, breakfast, horseback riding, tasting, cooking class with wine, overnight at villa
3
Day 3, May 9
After breakfast at the villa we will enjoy a 3 hour guided hiking tour of the surrounding area and town of San Gimignano. There are several rural walks around San Gimignano, through the vineyards and olive groves that approach the town on all sides. San Gimignano is a small walled medieval hill town in the province of Siena. Known as the Town of Fine Towers, San Gimignano is famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, situated on a hilltop setting with encircling walls, forming an unforgettable skyline. Enjoy a light lunch in town on your own. Once back at the villa, enjoy a relaxing siesta or dip in the pool before our next cooking class! Mid afternoon we will take a tour of the winery and then learn to make Pizza! Roll up your sleeves and get ready to cook; learn the whole pizza-making process, from making and kneading the dough to choosing the perfect toppings. Menu: Potato gnocchi, Pizza with your favorite toppings. We end our day with an optional yoga class overlooking the rolling hills at sunset.
  • breakfast, hike, lunch, wine tasting, cooking class with dinner, yoga, overnight at villa
4
Day 4, May 10
Enjoy breakfast followed by a light yoga class. After yoga, prepare for our next cooking class with lunch. Learn from an expert chef as you create another authentic Italian meal. Then sit down to enjoy the fruits of your labor, complemented by Tuscan wine. After lunch, this is your afternoon to enjoy spending time as you wish. Enjoy some leisure time either relaxing by the pool with your favorite book, taking a long walk through the vineyards, or exploring town. Dinner this evening is on your own so you may choose to enjoy one of the fabulous restaurants in San Gimignano on your last evening in Tuscany!
  • breakfast, yoga, cooking class with lunch, wine, overnight at villa
5
Day 5, May 11
After breakfast we head to visit Pisa Piazza dei Miracoli. The Piazza dei Miracoli is a walled 8.87-hectare area, is famous for an important centre of European medieval art and one of the finest architectural complexes in the world. Considered sacred by the Catholic Church, the square is dominated by four great religious edifices: the Pisa Cathedral, the Pisa Baptistry, the Campanile, and theCamposanto Monumentale (Monumental Cemetery).In 1987, the whole square was declared a UNESCO World Heritage Site. After your visit in Pisa, we continue to La Spezia. Once in La Spezia, we will transfer by local train to Monterosso and then from the Monterosso station to Albergo degli Amici hotel. Spend the afternoon exploring the exquisite coast of Monterosso. You may choose to climb the many steps to the church of San Francesco or spend your time walking or relaxing on the beach. Lunch and dinner on own.
  • breakfast, transfer, pisa, arrive cinque terre
6
Day 6, May 12
Cinque Terre is a rugged portion of coast on the Italian Riviera. It comprises five villages: Monterosso al Mare, Vernazza, Corniglia, Manarola and Riomaggiore. The coastline, the five villages, and the surrounding hillsides are all part of the Cinque Terre National Park and is a UNESCO World Heritage Site. Over the centuries, people have carefully built terraces on the rugged, steep landscape right up to the cliffs that overlook the sea. Part of its charm is the lack of visible corporate development. Paths, trains and boats connect the villages, and cars cannot reach them from the outside. Today will we hike between the 5 villages, an (8 hour hike) stopping along the way for lunch at our leisure.
  • breakfast, guided hike, yoga s t r e t c h, overnight at hotel
7
Day 7, May 13
Today we see Cinque Terre from a different perspective by exploring the waters of the Italian Riviera along the exquisite Cinque Terre coastline by kayak! We will depart from the beach in Monterosso and pass hidden coves, rugged cliffs and the bright, pastel hues of Cinque Terre’s five villages along our journey. Pause to stretch out on the beach or cool off with a swim before continuing on your journey. Keep your eyes peeled for dolphins and seabirds, including cormorants and gannets. After our refreshing and active day on the sea, choose to spend your last afternoon in Cinque Terre as you wish. If you wish to spend more time on the water, there is a hop on/off boat that travels between the 5 villages and you can hop on and off at your leisure. Dinner at your leisure this evening.
  • breakfast, kayaking tour, overnight at hotel
8
Day 8, May 14
Breakfast at the hotel and check-out. Transfer by foot to Monterosso train station from Albergo degli Amici hotel. Board the local train to La Spezia and transfer to Florence!Upon arrival in Florence and check-into the hotel, we will enjoy a 3 hrs city sightseeing tour. On our tour we will admire the Cathedral of Santa Maria with it’s beautiful white and green marble and its iconic red Dome. We will cross over the famous medieval stone bridge, Ponte Vecchio, and stroll past the Palazzo Vecchio, a striking fortified 13th century palace and home to Michelangelo’s “The David.” After our tour and time exploring the city, we will meet for our farewell dinner and enjoy a traditional Florentine dinner!
  • breakfast, transfer to florence, half day city tour, dinner, overnight at hotel
9
Day 9, May 15
Departures from Florence. Depart from Florence airport anytime. Take the coach transfer included (this transfer will have ONE departure time) or take your own taxi to the airport at your leisure.
  • Package Options

    Double / Shared Accommodations $3,695
    Single Accommodations $4,295

  • Payment Options

    Pay in full above using your credit card.
    To pay by check or Venmo:
    Register above using promo code: paybycheck at check out.
    Mail check: SUP YO, PO Box 273, N. Andover MA 01845

Tour Location

Accommodations

Choose from Shared or Single room accommodations throughout your stay in Tuscany, Cinque Terre & Florence

 

Standard Single Occupancy (Tuscany)

Includes a private room with one bed. All varying in size, each room has a different colour scheme and furnishings in typical Tuscan style, making them elegant and homely at the same time. All the rooms have an enchanting view of San Gimignano and the surrounding hills, allowing you to constantly savour to the full the beauty and peace of this land. Each room has a private bathroom and all bed and bath linen and towels for the swimming pool are provided. Includes a hearty breakfast daily served in the central hall or on the terrace overlooking the towers of San Gimignano.

 

Standard Double Occupancy (Tuscany)

Includes sharing a room with one additional person, two beds. All varying in size, each room has a different colour scheme and furnishings in typical Tuscan style, making them elegant and homely at the same time. All the rooms have an enchanting view of San Gimignano and the surrounding hills, allowing you to constantly savour to the full the beauty and peace of this land. Each room has a private bathroom and all bed and bath linen and towels for the swimming pool are provided. Includes a hearty breakfast daily served in the central hall or on the terrace overlooking the towers of San Gimignano.

 

Locally Sourced Breakfast (Tuscany)

Breakfast is prepared every morning with fresh ingredients from Guardastelle’s local certified production. The abundant international buffet is set up on the large table in the central hall, however when the weather permits and the outside temperature is pleasant, guests can take advantage of breakfast on the terrace with an exquisite view of the towers of San Gimignano. For those who prefer savoury flavours, there is a vast selection of cold cuts, cheeses, including fontina and ricotta, tomatoes, Tuscan, wholemeal and white toast, eggs cooked to your liking, and bacon. For those who instead prefer a sweet breakfast, there are all varieties of yoghurt, cereals, fruit salad, fresh fruit and pastries straight out of the oven. All accompanied by fruit juice, milk, tea, cappuccino, American and espresso coffee.

 

Standard Single Occupancy (Cinque Terre)

Includes a private room with one bed. Equipped to ensure a comfortable stay, our rooms offer private bathroom and modern amenities and services like air conditioning, satellite television (TV LeD 26’’), dial direct phone, safety box, hairdryer. Includes breakfast buffet with croissants, cereals, corn flakes, yogurts, ham, cheese, eggs, bacon, fresh milk, juices, butter, jam, fresh fruit.

 

Standard Double Occupancy (Cinque Terre)

Includes sharing a room with one additional person, two beds. Equipped to ensure a comfortable stay, our rooms offer private bathroom and modern amenities and services like air conditioning, satellite television (TV LeD 26’’), dial direct phone, safety box, hairdryer. Includes breakfast buffet with croissants, cereals, corn flakes, yogurts, ham, cheese, eggs, bacon, fresh milk, juices, butter, jam, fresh fruit.

 

Standard Single Occupancy (Florence)

Includes a private room with one bed. Elegant single room with a view onto the internal courtyard, tastefully furnished, features all the best amenities and comfort and a bathroom with shower. Breakfast is served in a uniquely appealing room, decorated with Murano glass chandeliers, fine paintings and a view onto the Campanile di Giotto. Impeccable service offering a sweet and savory buffet, with quality products, always fresh, accompanied by good Italian espresso coffee.

 

Standard Double Occupancy (Florence)

Includes sharing a room with one additional person, two beds. Elegant double room with two beds and a view onto the internal courtyard, tastefully furnished, features all the best amenities and comfort and a bathroom with shower. Breakfast is served in a uniquely appealing room, decorated with Murano glass chandeliers, fine paintings and a view onto the Campanile di Giotto. Impeccable service offering a sweet and savory buffet, with quality products, always fresh, accompanied by good Italian espresso coffee.

 

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