Results for Siena, Italy
The Ultimate 14-Day Italy Travel Itinerary Guide
This incredible itinerary takes you through the highlights of Italy, from the ancient ruins of Rome, the unrivaled art collection of the Vatican, the rolling hills, hot springs and world-class cuisine of Tuscany, the leaning tower of Pisa, the vibrant city of Florence, the beaches and beauty of the Cinque Terre, Milan, Lake Como, and the floating city of Venice (all in two perfectly planned weeks).
So what are you waiting for? Grab your copy today!
Adventure • Architecture • Art • Foodie • History • Wellness • Shopping • Photography • Beach • Mountain • Wine • Road Trip • Relaxation • Romantic • People & Culture
$24.99
4.8
(8)
84
Tuscany is famous for world-class wine and Val d’Orcia is home to many of the region’s top producers. Looking for exactly which vineyards and wineries to visit for a memorable DIY tasting experience? This curated guide to wine tasting in Val d'Orcia has you covered.
Unlock for access to:
🍇 Wine tasting tips to help you make the most of your time and elevate your experience
🍷 A curated list of popular and boutique family-run wineries
Each recommendation includes a description with helpful insights. Check the guide below or switch to the interactive map to look through the options and make plans for your trip. It’s mobile-friendly and easy to use on the go.
This is a living guide - you will receive future updates including new places and deeper insights without paying more later!
Wine
$10.00
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THE DAY-BY-DAY GUIDE TO THE HIGHLIGHTS OF ITALY - ROME, FLORENCE, VENICE, & MORE 🇮🇹
I've been fortunate enough to visit Italy multiple times and even more fortunate to have been guided by true Italian friends. Here, I take all that I've learned from those travels and distill it into one perfect itinerary that hits the big highlights.
This itinerary is a great fit for first-timers since it'll take you to the absolute must-see spots in Italy. You certainly won't see all the boot has to offer (just plan on coming back for future trips, plural, to make that happen), but you'll see the most iconic places at a reasonable, enjoyable pace. You'll be able to soak up all the history, food, wine, and dolce vita these cities have to offer. After this first taste, you'll be dying to come back for more!
🗺️ Main Itinerary Stops:
- Rome | 2 full days / 3 nights
- Orvieto | Pit stop
- Tuscany // Montalcino | 2 full days / 3 nights
- Siena | Pit stop
- Florence | 2 full days / 3 nights
- Tivoli | Pit stop
- Rome | Overnight for return flight
🗺️ Optional Extension Stops:
- Pisa | Day trip (+ extra night in Florence)
- Bologna | Pit stop
- Venice | 2 full days / 3 nights
- Modena | 1 full day / 1 night here or nearby
Couples • Family • Architecture • Art • Wine • Luxury • History • Road Trip • Romantic • Foodie • Relaxation
Free
5
I have visited Italy pretty extensively now. I have been to Tuscany, Puglia, the Dolomites, Mont Blanc, Amalfi, Cinque Terre + Ligurian Coast, Rome, etc and spent a lot of time exploring the country. Along the way I have gathered up some recommendations from places I've loved.
This will be a growing guide as I continue to travel throughout Italy so make sure to save it and check back for updates!
I have also in my visits seen/visited hotels that look fantastic and have great locations, amenities, etc. Or put my friends/family up in places that they've since reviewed for me. I will make sure to be very clear throughout this guide which stays I recommend from personal experience and which I believe to be great recs.
***My notes on each place will be in the notes section under the stay so make sure to click to read them!***
Free
4
Daytrip to Farm Breweries in Southern Tuscany
Need an idea for a day trip in the beautiful Tuscan countryside? Are you enjoying wine country but you really need a beer? Well, this itenerary offers 0km and organic farms that also make great beer and stunning views of the Val D'Orcia and surrounding hills. For the lover of Fark to Fork (or Plow to Pint 😉) experiences. You’ll get all you'll need for a full day in the countryside including route maps and contact information.
As with many businesses in Italy hours are often fluid. It’s always a good idea to make contact and/or reservations before making a drive.
Remember drinking and driving is bad. Have a designated driver or hire a car service.
Relaxation • Sustainable/Eco • Foodie • Slow Travel
$10.00
3
Ciao! We spent almost two weeks exploring Tuscany and want to share what we discovered in the charming town of Siena and day trip to San Gimignano!
I'm sharing a detailed listing of places to stay, what to see, where to eat, wine tastings, and highlights that you can customize to fit your schedule and interests!
* Save this guide for a future trip*✨
50+ • Car-free • Couples • Female Solo • Coffee • Foodie • History • People & Culture • Relaxation • Romantic • Slow Travel • Wine
Free
2
THE DAY-BY-DAY GUIDE TO THE HIGHLIGHTS OF ITALY - ROME, FLORENCE, VENICE, & MORE 🇮🇹
I've been fortunate enough to visit Italy multiple times and even more fortunate to have been guided by true Italian friends. Here, I take all that I've learned from those travels and distill it into one perfect itinerary that hits the big highlights.
This itinerary is a great fit for first-timers since it'll take you to the absolute must-see spots in Italy. You certainly won't see all the boot has to offer (just plan on coming back for future trips, plural, to make that happen), but you'll see the most iconic places at a reasonable, enjoyable pace. You'll be able to soak up all the history, food, wine, and dolce vita these cities have to offer. After this first taste, you'll be dying to come back for more!
🗺️ Main Itinerary Stops:
- Rome | 2 full days / 3 nights
- Orvieto | Pit stop
- Tuscany // Montalcino | 2 full days / 3 nights
- Siena | Pit stop
- Florence | 2 full days / 3 nights
- Tivoli | Pit stop
- Rome | Overnight for return flight
🗺️ Optional Extension Stops:
- Pisa | Day trip (+ extra night in Florence)
- Bologna | Pit stop
- Venice | 2 full days / 3 nights
- Modena | 1 full day / 1 night here or nearby
📣IF YOU WANT MORE INFO BEFORE PURCHASING ➡️ Check out the free preview of this guide. It includes:
- OVERVIEW STATS: Including trip length, ideal season, trip speed, physicality, trip themes, who this trip is best for, cost, and how to get around
- STOP-BY-STOP OVERVIEW: Including number of days at each destination and number of activities, restaurants, and hotels included in the full version of this guide
- EXAMPLE ITINERARY DAY: An example day from the full version of this itinerary, so you can see the level of detail and travel style you can expect!
- BONUS - HOTEL RECOMMENDATIONS: All the same recs from the paid version! Consider supporting my work by booking through the links provided - it’s much appreciated!
Couples • Family • Luxury • Architecture • Art • Foodie • History • Photography • Road Trip • Romantic • Wine • Relaxation
$9.99
2
San Gimignano is a small-town gem! This medieval Tuscan town is famous for its many towers. It makes for a fantastic day trip while exploring Tuscany, or a great place to spend a few nights while checking out the many vineyards and villages in the area.
This guide is perfect for someone wanting to get out of the biggest Tuscan cities, but still be in a town with good food and walkable sights!
In this guide, you’ll get:
- the major sights with notes on what you’re seeing and if they need advanced booking
- an interactive map to help navigate you to each spot
- Explanation of how to get to San Gimignano without a car
- 5 restaurant suggestions and 1 gelato spot (considered one of the best in the world)
- 2 accommodation options
- 3 shops for locally made products (focused on linen and ceramics)
Art • Architecture • Boutique • Foodie • History • Shopping • People & Culture
$10.00
2
Fien Van Rossum
Ontdek glutenvrij Toscane: de ultieme gids voor reizigers met coeliakie of een glutenvrij dieet
Wil je altijd al naar Toscane, Italië, maar denk je dat het land van pasta en pizza onmogelijk is voor glutenvrije reizigers? Of weet je wel dat er ergens opties zijn, maar heb je geen tijd om dit uit te zoeken? Dan heb ik goed nieuws! Ik ben zelf op reis geweest naar Toscane en heb hier fantastisch gegeten en voelde mij bijna als een normale reiziger. Wil je bijna 50 eetopties hebben door heel Toscane; in Florence, Siena, van de grens van Umbrië tot Cinque Terre? Dan is dit de gids voor jou!
Waarom deze gids?
Ik heb vele reisboekjes, online blogs en de Italiaanse coeliakie vereniging website doorzocht om veilige en leuke eetopties te vinden. Tijdens mijn vakantie heb ik deze opties zelf kunnen uitproberen en enorm van mijn reis genoten. Je hoeft dus zelf niet meer het uitzoekwerk te doen; alles is verzameld in een Google Maps-gids die je kunt downloaden en offline kunt gebruiken op reis. Niet meer vol zorgen of je iets kunt eten of rondlopen met droge crackers of voorverpakt brood terwijl je anderen ziet genieten van lekker eten. Je kunt nu zelf kiezen waar je zin in hebt, direct daar naartoe gaan en genieten! Hoe fijn is dat?
Wat deze gids je biedt:
> 100% Glutenvrije bakkerijen en restaurants: geniet zorgeloos van heerlijk eten.
> AIC-Keurmerk restaurants: restaurants met het keurmerk van Associazione Italiana Celiachia (vergelijkbaar met de Horeca alliantie Lekker Glutenvrij van de NCV), waar je veilig kunt eten.
> Restaurants met glutenvrije opties: waar ik zonder problemen heb gegeten en van genoten.
> Gelateria: lijst met ijswinkels waar je kan genieten van een ijsje.
> Bonus: restaurants die ik heb opgezocht, maar zelf nog niet heb kunnen uitproberen.
Veiligheid voorop:
De 100% glutenvrije restaurants en bakkerijen kan je natuurlijk zonder zorgen bezoeken. Daarnaast garandeert het AIC-keurmerk dat de restaurants getest zijn op hun kennis en veiligheid in de keuken. Toch is het altijd belangrijk om bij elk bezoek te communiceren over je dieetwensen en vragen te stellen over mogelijke kruisbesmetting. Vooral als je coeliakie hebt, helpt het om dieetvertalingen bij je te hebben (deze zijn gratis te verkrijgen voor NCV-leden).
Laat je niet tegenhouden door je dieet en ontdek de schoonheid en smaak van Toscane. Met deze gids geniet je van een zorgeloze, glutenvrije vakantie!
Koop nu jouw glutenvrije gids en begin aan een onvergetelijke reis naar het hart van Italië. Buon viaggio!
Gluten-free / Celiac • Foodie
$25.00
1
Welcome to the enchanting region of Tuscany, where rolling hills, historic cities, and culinary delights await you. In this gluten-free travel guide I share the best spots in Tuscany, from Cinque Terre to Montepulciano and from the coast to Umbria, including Florence, Sienna and Lucca. Tuscany offers many gluten-free options if you know where to look!
I'll navigate you through the best gluten-free dining experiences Tuscany has to offer so you can enjoy the authentic flavors of the region without having to worry about dietary restrictions. You'll benefit from my personal insights gained from exploring Tuscany's gluten-free options. As a fellow traveler with Celiac disease (20+ years), I understand the importance of finding reliable and delicious options while traveling. I'll share my favorite spots and must-try dishes.
In my experience the larger cities in Italy are well informed on Celiac and cross-contamination risks. The safest places would be 100% gluten free shops and restaurants that I listed first in the guide. Other than that your best bet are the places that are AiC accredited. AiC is the Associazione Italiana Celiachia, the Italian national celiac society that checks the knowledge of the restaurants of celiac disease and visits to check if the restaurants are following the necessary protocol for preparing gluten free food.
I do want to note that even though there are great gluten free places and options listed here, it is always important to communicate and ask questions everywhere and every time you go! Especially if you have Celiac disease, having a celiac translation card with you helps to communicate the risks of cross contamination and the do's and don'ts. For all restaurants it's important to go through the following three steps:
1) Always inform staff about your diet and which ingredients you absolutely must avoid
2) Always ask for the ingredients of the dishes you intend to eat and, if in doubt, avoid eating the dish itself.
3) Briefly remember the rules for the preparation of gluten-free dishes to avoid cross-contamination and discuss this with the restaurant.
Always trust your judgment and advocate for yourself.
I really had a lot of fun researching for my own trip and hope to have helped you with the preparation for your travels. I wish you a great trip and all the best safe food experiences. Please let me know if this information was helpful to you and if you found other places that you want to share.
Safe travels, Fien
Gluten-free / Celiac • Foodie
$25.00
1
The city of Siena is one that will exceed your expectations. Built in the 1200's, this Tuscan hill town will transport you back to the Middle Ages. Siena is well-known for its cuisine, art, museums, medieval architecture, and the Palio, Siena's iconic semi-annual horse race. In this guide we’ll be sharing the best way to do Siena all in one day.
Architecture • Art • Budget • Foodie • History • People & Culture • Slow Travel • Relaxation
Free
8
The only guide to Italy you will ever need! ⭐️
⭐️Perfect to help you build a 10-14 day itinerary covering more than 7 cities. Included are day trips, map pins with detailed descriptions, average rail trip times, and MORE!!!
🍝For each city, I offer a list of restaurant recommendations, including a few gluten free & vegetarian options. I have been gluten free & vegetarian for 10+ years so I know good GF/vegetarian pasta when I taste it!
🚆Included are photos and descriptions to help you with navigating the train system in Italy!
🛵Italy attracts a diverse range of travelers! Whether you're interested in history, art, food, adventure, or relaxation - Italy encompasses all!
💫If you're looking for more tailored recommendations or a comprehensive itinerary built just for you, then email me at info@whereissibley.com!💫
Car-free • Couples • Gluten-free / Celiac • Groups • Family • Female Solo • Vegetarian • Backpacker • Digital Nomads • Architecture • Art • Boutique • Budget • Faith • Coffee • History • People & Culture • Photography • Relaxation • Romantic • Wine
$7.50
$10.00
25% off
4
If you are looking for the perfect one week Italy itinerary to give you a good taste of Italy then this is the itinerary for you. You will explore the beautiful food that Tuscany has to offer along with the stunning architecture and history that the capital city of Rome has to offer.
This guide includes:
- Tips for getting around
- Where to stay
- Things to do that aren't just for tourists
- Cafés, bars and restaurants
Follow me on Instagram and Tiktok @postcardsfromrachael
Budget • History • Architecture • Photography • People & Culture • Foodie
$13.00
1
Are you planning a trip to Tuscany? If you’re not, you should deeply consider it! It is amazing. From the mountains to the vineyards, Tuscany is always a good idea. In this guide I share tips, towns, itineraries and hidden gems for having the best adventurous, glamorous and relaxing time in Italy. I also share about things you should be aware of including different tourist traps so you can keep an eye out. This guide is mainly for people who will rent a car during their stay, but you can also make it work without!
Architecture • Art • Design • Foodie • Adventure • Budget • Luxury • Photography • Relaxation
$14.99
1
This was the blueprint for our Honeymoon, but this trip can be used for any couple looking for a romantic getaway to Italy. We begin in Venice before traveling to Florence, 3 Tuscany Cities and Wineries, and ending this dream getaway in Positano on the picturesque Amalfi Coast. Each day has been thoughtfully planned to give you the ultimate vacation.
Pro Tip: We travelled June/July, but you can opt for May/June or September/October for lower prices and less crowds while still enjoying nice weather. They will also harvest the grapes and olives around October. If traveling off-season, please note some recommendations may be closed for the season.
What's Included in this Guide?
*Day-by-Day itinerary with what to do, where to stay, and what to eat for 12 days (2 in Venice, 5 in Florence/Tuscany, and 5 in Positano/Amalfi Coast)
*Day trips to 3 Tuscan Wineries and Cities
*Day Trip to Pompei on the way to Positano
*Boat Trip to Capri and various Grottos
*Various museum and tour recommendations
*Guidance on the Hand of God Hike on the Amalfi Coast
*An Italian Dream vacation come to life
Disclaimer: My wife cried on the way to our first Winery as we drove through Tuscany. She had not had one sip of wine yet. Tissues are not required, but may be recommended.
Couples • Groups • Adventure • Architecture • Art • Coffee • Foodie • History • Luxury • People & Culture • Romantic • Wine
$20.00
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Thank you for your interest in my Taste of Tuscany itinerary which I created from my recent trip there. I hope you enjoy some of my suggestions for your next trip to Florence and the Siena region of Tuscany. If you do, please let me know in a message and maybe a photo. I am organizing this particular tour during this harvest season from September/ October, 2023. Let me know if you would like more information about this trip, it is limited to a small group of 8.
As a travel consultant, I have been organizing bespoke tours all over France and Italy since 2012. I enjoy traveling and sharing my wonderful local small/slow travel experiences with the intension of helping small family businesses recover from the past couple of difficult years. I have more itineraries to share from around the world, so be on the look out.
I envision the Next Renaissance will be in the small towns and villages in Italy, where the people have lived close to the earth for generations, cultivating a simple but beautiful way of life we can all learn from. There is a shift away from big travel business, toward slow/small travel. It is the way I like to travel.
Enjoy! Buon Viaggio!! ...and please mention my name to the locals :)
Taste of Tuscany Tour
By Sweet Life Italy (aka Alecia Caine)
Friday, Oct 21 - Day 1 Montalcino Wine Excursion
Drive through the beautiful Siena province to Montalcino where we will stay for 2 nights at Paradiso di Caruci https://paradisodicacuci.com , a family owned Winery and Bed & Breakfast that produces a small quantity of exceptional Brunello. Tour the vineyard and winery with Francisco followed by a Wine Paring Lunch. In the evening, wander around the historical town of Montelcino during the Sagra del Tordo, taste the famous white truffles, chestnuts, mushrooms, fresh pressed olive oils, salumi and wines, of course.
For transportation from anywhere in Florence, train station or airport, contact Marco Modesti at info@tuscanytopdrivers.com
Saturday, Oct 22 - Day 2 Tuscany Tour, Montalcino Medieval Nights.
Drive to Pienza, a beautiful medieval village that was completely renovated during the Renaissance. Enjoy the views and also try the Pecorino cheese this town is famous for. Then drive through the famous rolling hills of Val d’Orcia on the way to visit the town of Montepulciano. Then back to Montalcino for a special dinner during the Medieval Palio di Arcieri or Archery competition hosted by Francesco Ditta from Paradiso di Caruci.
Sunday, Oct. 23 - Day 3 Tuscany Tour, Florence
After breakfast, we are on our way to Siena, a beautiful terra cotta medieval town. See the famous Duomo, climb to the top to see spectacular views. Walk the quaint circular streets stopping in the specialty shops for regional delicacies, panforte or biscotti. Make your way down to the Piazza del Campo where the famous Palio di Siena, the horse race that takes place twice a year. Enjoy a coffee in the Piazza. Drive through the Chianti region, enjoy lunch at Dario's Antica Macelleria. https://www.dariocecchini.com/ On to Florence and check into your hotel. The Calimala https://www.hotelcalimala.com/ (or Hotel Bonifacio is a budget conscious option https://www.hotelbonifacio.it/en/home-en-3/)
Monday, Oct. 24 - Day 4 Florence, the Birthplace of the Renaissance
The morning light is amazing in Florence and has inspired artists and art lovers for centuries. It’s no wonder Florence is at the heart of the Italian Renaissance. The scent of cappuccino and fresh baked Cornetti will gently signal it’s time to awaken to your own personal Renaissance. After breakfast, your guide will meet you downstairs for a private walking tour of the Duomo, Giotto’s tower Brunelleshci's dome, MichelAngelo’s David and the Uffizi Museum to see my favorite Botticelli, The Birth of Venus. After a long day of sight seeing, it’s time for a siesta to refresh and be ready for an aperativo at Enoteca Alessi https://www.enotecaalessi.it/. With a huge selection of Italian and international wines as well as whiskeys, spirits and liqueurs from all over the world, you can enjoy a bottle or 2 among friends with a tagliere of Italian cured meats and cheeses.
Dinner at Ribeo, https://www.facebook.com/OsteriaRibeo/ the hand cut Chianina tartare will not disappoint. On the walk back to the hotel stop by My Sugar Gelato Artiginale https://my-sugar.business.site/. The Black Sesame and salty caramel are my favorites.
For tour guide in English contact Carol Ann Sicbaldi https://carolsmoveablefeast.com/ or Christina’s Florence christinasflorence@gmail.com
Heliania Vogli at https://www.florenceconnection.net/
Tuesday, Oct. 25 - Day 5 Central Market and Cooking Class
Our chef will meet us after breakfast and take us on a tasting tour of the Central Market to indulge in regional delicacies such as truffles, Pecorino or Sheep Cheese, olive oil, prosciutto, salamis and wines. We will gather ingredients for a cooking class followed by lunch. After a siesta, visit the tiny but packed art and leather studio of Daniela Baldini http://pitturantica.it/ for ancient style paintings and leather objects. Shop at Melrose Vintage https://www.instagram.com/melrosevintagestorefirenze/?hl=it and for leather goods. Enjoy an aperativo at La Menagere https://www.lamenagere.it/
Wednesday, Oct. 26 - Day 6 Foodie and Artisan Tour of the Oltrarno
After breakfast, finish shopping to bring some goodies back home, stroll around, sit in a café and just enjoy with all your senses. In the afternoon meet up with Lorenzo Marchi for a fantastic food and wine tour of the other side of the Arno, known as the Oltrarno infoLorenzoMarchi@gmail.com. You will visit the quaint authentic neighborhoods where the Florentines hang out tasting all the best from the Tuscan region. Stroll around after your tour and check out the artisan studios in the cradle of the Renaissance. You will see small workshops of Goldsmiths, bookbinding, handmade leather and paper products, crystal, bronze and musical instruments
Thursday, Oct 27 - Day 7 Last Day in Florence.
After breakfast, enjoy the day, take a stroll, shop, have lunch.
Contact: Alecia Caine abccpa@sbcglobal.net Instagram : Sweet Life Italy Facebook : My Sweet Life Italy
https://sweetlifeitaly.blogspot.com/
50+ • Couples • Digital Nomads • Female Solo • Architecture • Art • Boutique • Budget • Foodie • History • Outdoors • People & Culture • Road Trip • Romantic • Slow Travel • Wine
Free
3
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