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Villages of Tuscany - Small Group

10-Day Small Group Tour of Italy

From $5,295
Find this price
10 Days
1 Country

Italy

12 Cities

Rome, Orvieto, Montepulciano, Montalcino, Pienza, Siena, Certaldo, San Gimignano, Volterra, Grosseto, Pitigliano, Il Giardino dei Tarocchi

15 Meals

6 Dinners, 9 Breakfasts

Average group size average 16
Best Value Tour by Trafalgar - Small Groups

Best Value Small Group Tours

Enjoy a more relaxed way to travel, with extra space to connect and time to make every moment count. With smaller groups, your Travel Director can give you more personal attention, while you get to know your fellow travelers along the way. Whether you’re traveling as a couple, with family, or independently, you’ll share the journey through the world’s must-see destinations.

Small Group Tours

Small Group tours provide a more personal travel experience with fewer guests, allowing for deeper cultural connections, greater flexibility, and more meaningful interactions along the journey. Whether you’re traveling as a couple, with family, or independently, enjoy a more relaxed way to travel with small groups.

View Small Group Tours

Travel from Rome into Tuscany on a Small Group tour through hill towns, vineyards and cities shaped by local tradition. Taste Vino Nobile in Montepulciano, pause over the Val d’Orcia, shop Siena’s weekly market and explore Volterra’s Etruscan and medieval past. You’ll also visit San Gimignano, Orvieto and Pitigliano, and join a Be My Guest experience in the countryside before returning to Rome.

Average group size
average 16
Best Value Tour by
Trafalgar - Small Groups
Travel style
Small Group

Low Deposit & Flexible Booking Low Deposit from $200 + no change fees See flexible booking terms >

Best Value Why touring is the easiest way to travel Learn more >

Current Entry Requirements Check your destination View Entry Guide >

Day-by-day itinerary

Day 1

Welcome to Rome

Arrive in Rome, a capital built on the legacy of the ancient empire and the power of the papacy, then meet your Travel Director before heading out on an orientation. You’ll see the Roman Forum, where public life once unfolded in the heart of ancient Rome, and the Trevi Fountain, a Baroque landmark that shows a later chapter of the city at full scale. This evening, sit down to dinner with your fellow travelers as historic Rome sets the scene for the journey ahead.

Sunset view of St. Peter’s Basilica with Tiber River and bridge in Vatican City
Arrival Transfer Depart Leonardo da Vinci airport (FCO) at  09:30, 12:30, 15:00
Included Meals Dinner
Iconic Experience Trevi Fountain in Rome with marble statues and turquoise water
Orientation Walk of Rome

Take in your first views of Rome on an orientation through the Italian capital, where ancient sites, grand squares and monumental landmarks reveal ...

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Included in Trip

Iconic Experience

Day 2

Head into the Tuscan Countryside

Travel to Orvieto and ride the funicular up to its hilltop old town, where your Travel Director introduces you to this Umbrian city of volcanic stone, cathedral facades and streets built high above the valley below. Take time to explore at your own pace and find somewhere local for lunch. Continue through Tuscany’s wine region, a landscape shaped by vineyards and long-standing wine traditions, before arriving in Montepulciano for an orientation of the village with your Travel Director. Later, you’ll enjoy a tasting of local wines and discover the character of one of Italy’s best-known wine regions.

A panoramic view of Duomo Di Orvieto Umbria, Italy
Included Meals Breakfast, Dinner
Iconic Experience A hilltop view of Orvieto, Italy
Visit Orvieto Hilltop Village

Ride the funicular up to Orvieto’s old town, set on volcanic rock above the Umbrian plain. With your Travel Director, explore a town shaped by its ...

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Included in Trip

Iconic Experience

Iconic Experience Red wine and grapes at a Vineyard in Italy
Visit Montepulciano and Taste Vino Nobile Wine

Explore Montepulciano with your Travel Director before tasting Vino Nobile di Montepulciano, the DOCG red produced in the vineyards around the town...

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Included in Trip

Iconic Experience

Day 3

Views and Tastes of Tuscany

Spend the day in two of southern Tuscany’s best-known hilltop towns. In Montalcino, join your Travel Director for an orientation, then take time to explore and pause for a cappuccino with views over the Val d’Orcia. Continue to Pienza, the Renaissance town created under Pope Pius II, where your Travel Director introduces the layout and history of this UNESCO-listed center. Then taste the pecorino cheese the town is known for before free time for lunch. Later, return to Montepulciano, where the evening is yours to relax or head out with your small group for a plate of pici all’aglione in town.

Street Old Town, Pienza, Tuscany, Italy
Included Meals Breakfast, Dinner
Iconic Experience Val D'orcia, Tuscany, Italy
Views of Val d’Orcia

Pause in Montalcino to take in views over the Val d’Orcia, the UNESCO-listed landscape seen in Gladiator. From this hilltop position, look out acro...

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Included in Trip

Iconic Experience

Iconic Experience A panoramic view of Bagno Vignoni & Pienza, Italy
Orientation and Pecorino Tasting in Pienza

Explore Pienza with your Travel Director and get to know the town Pope Pius II reshaped as his ideal Renaissance city. Its orderly streets, stone b...

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Included in Trip

Iconic Experience

Day 4

A Day in Siena

Drive through the Tuscan countryside to Siena, a medieval city best known for the shell-shaped Piazza del Campo and its Gothic Duomo. Spend time at the Mercato delle Merci, one of Tuscany’s biggest weekly markets, where locals come to shop for everything from food to everyday goods. Browse the stalls, step into Siena’s small stores and perhaps try panforte, the dense fruit and nut cake closely tied to the city. Later, join your Local Specialist to explore Siena’s historic districts, see the Piazza del Campo and Duomo, and visit a contrada museum.

Panoramic view of Siena in Tuscany with historic buildings and Siena Cathedral
Included Meals Breakfast
Iconic Experience Fresh Fruits Vegetables Italy
Browse the Market in Siena

Visit the Mercato delle Merci, one of Tuscany’s biggest weekly markets, where locals come to shop for food, household goods and everyday essentials...

See More
Included in Trip

Iconic Experience

Iconic Experience Contrades Flags, Siena, Italy
Sightseeing in Siena with Visit to Contrada Museum

With your Local Specialist, see Siena through the shell-shaped Piazza del Campo, home of the Palio, and the black-and-white marble Duomo, one of th...

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Included in Trip

Iconic Experience

Day 5

Walls of Chianti and on to San Gimignano

Start in Certaldo, where your Travel Director introduces a hill town with strong medieval roots in the heart of Val d’Elsa. You’ll have time to walk the walls, look out across Chianti and perhaps settle into the square for a cappuccino before exploring the shops and museums. Continue to San Gimignano, the UNESCO-listed town that rose to prominence on the Via Francigena pilgrimage route and is still known for its skyline of medieval towers. Later, head into the Tuscan countryside for your Be My Guest experience at a local agriturismo, where wine, history and local culture come together.

Aerial View of San Gimignano Towers, San Gimignano, Italy
Included Meals Breakfast, Dinner
Iconic Experience Panoramic view of San Gimignano in Tuscany, Italy
Visit San Gimignano

Explore San Gimignano with your Travel Director, a UNESCO World Heritage Site known for the towers that still rise above the town. It was an import...

See More
Included in Trip

Iconic Experience

Be My Guest Enjoy Dinner At An Agriturismo
Enjoy Dinner at an Agriturismo

Head into the Tuscan countryside for dinner at a local agriturismo, enjoy a wine tasting as you hear from the family about the history and culture ...

See More
Included in Trip

Be My Guest

Day 6

Crafts of Volterra

Head to Volterra with your Travel Director to explore a hill town known for its Etruscan roots and medieval streets. In the historic center, see the Roman Theater, the Cathedral and the Palazzo dei Priori, the oldest town hall in Tuscany. You’ll also get to witness the ancient local tradition of alabaster sculpting, one of Volterra’s best-known crafts, and for which the town is still renowned today.  

Palazzo Dei Priori in Volterra, Italy
Included Meals Breakfast
Iconic Experience Alabaster Workshop, Volterra, Italy
Alabaster Workshop

See how local artisans work alabaster, one of Volterra’s best-known materials and a craft closely tied to the town. As you watch this soft white st...

See More
Included in Trip

Iconic Experience

Day 7

South through Tuscany

Enjoy a slow start in Volterra, with the morning free to explore more of the town at your own pace. Then head south to the Abbey of San Galgano, where the roofless church and monastic ruins make a striking stop in the Tuscan countryside. Continue to Grosseto, a walled city in southern Tuscany, for an orientation with your Travel Director. As you get your bearings, see the layout and landmarks of a historic center shaped by Medici rule and still enclosed by its star-shaped walls.

Bicycle in Front of a Small Cafe in Tuscany
Included Meals Breakfast, Dinner

Day 8

Thermal Baths and Hilltowns of Tuscany

Stop at Cascate del Mulino, part of the thermal baths of Saturnia, where mineral-rich waters flow through the white limestone pools. Then continue to Pitigliano with your Travel Director and explore one of southern Tuscany’s most distinctive hill towns. Built into tufa rock and known as Little Jerusalem for its long Jewish history, Pitigliano stands out for both its setting and its story. As you walk through the town, take in its lanes, arches and views before time to look around further at your own pace.

Terme Di Mulino Vecchio, Grosetto, Italy
Included Meals Breakfast
Iconic Experience Traditional Shop Front, Pitgliano, Italy
Visit Pitigliano

Get to know the Pitigliano’s Jewish history, which earned it the name Little Jerusalem. Built into tufa rock in southern Tuscany, the town became a...

See More
Included in Trip

Iconic Experience

Day 9

Etruscan Legacies and Return to Rome

Visit Il Giardino dei Tarocchi, where large-scale sculptures by Niki de Saint Phalle bring color and character to the Tuscan landscape. Then continue to Cerveteri with your Travel Director, one of the key cities of the ancient Etruscans and home to a necropolis that reveals how this civilization buried its dead. This evening, you’ll gather for dinner with your small group and raise a glass to your journey through Tuscany.

Sunset Fields, Tuscany, Italy
Included Meals Breakfast, Dinner
Iconic Experience Visit Il Giardino Dei Tarocchi, Grosetto, Italy
Visit Il Giardino dei Tarocchi

Step into Il Giardino dei Tarocchi and discover a very different side of Tuscany through the large-scale sculptures of artist Niki de Saint Phalle....

See More
Included in Trip

Iconic Experience

Day 10

Arrivederci Roma

Your journey through Tuscany comes to an end today as you say goodbye to your Travel Director and fellow travelers. Take with you the hilltop towns, local flavors and moments shared along the way.

Vintage red car parked on cobblestone street beside outdoor tables
Departure Transfer Arrive at Leonardo da Vinci airport (FCO) at 07:00, 09:30
Included Meals Breakfast

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Twin Room
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Special Departure

Special Departure

Included Highlights

Top rated highlights

Learn more about the landmarks, history and culture that makes your destination special.

Iconic Experience
Orientation Walk of Rome

Take in your first views of Rome on an orientation through the Italian capital, where ancient sites, grand squares and monumental landmarks reveal ...

See More
Included in Trip
Iconic Experience
Visit Orvieto Hilltop Village

Ride the funicular up to Orvieto’s old town, set on volcanic rock above the Umbrian plain. With your Travel Director, explore a town shaped by its ...

See More
Included in Trip
Iconic Experience
Visit Montepulciano and Taste Vino Nobile Wine

Explore Montepulciano with your Travel Director before tasting Vino Nobile di Montepulciano, the DOCG red produced in the vineyards around the town...

See More
Included in Trip
Iconic Experience
Views of Val d’Orcia

Pause in Montalcino to take in views over the Val d’Orcia, the UNESCO-listed landscape seen in Gladiator. From this hilltop position, look out acro...

See More
Included in Trip
Iconic Experience
Orientation and Pecorino Tasting in Pienza

Explore Pienza with your Travel Director and get to know the town Pope Pius II reshaped as his ideal Renaissance city. Its orderly streets, stone b...

See More
Included in Trip
Iconic Experience
Browse the Market in Siena

Visit the Mercato delle Merci, one of Tuscany’s biggest weekly markets, where locals come to shop for food, household goods and everyday essentials...

See More
Included in Trip
Iconic Experience
Sightseeing in Siena with Visit to Contrada Museum

With your Local Specialist, see Siena through the shell-shaped Piazza del Campo, home of the Palio, and the black-and-white marble Duomo, one of th...

See More
Included in Trip
Iconic Experience
Visit San Gimignano

Explore San Gimignano with your Travel Director, a UNESCO World Heritage Site known for the towers that still rise above the town. It was an import...

See More
Included in Trip
Be My Guest
Enjoy Dinner at an Agriturismo

Head into the Tuscan countryside for dinner at a local agriturismo, enjoy a wine tasting as you hear from the family about the history and culture ...

See More
Included in Trip
Iconic Experience
Alabaster Workshop

See how local artisans work alabaster, one of Volterra’s best-known materials and a craft closely tied to the town. As you watch this soft white st...

See More
Included in Trip
Iconic Experience
Visit Pitigliano

Get to know the Pitigliano’s Jewish history, which earned it the name Little Jerusalem. Built into tufa rock in southern Tuscany, the town became a...

See More
Included in Trip
Iconic Experience
Visit Il Giardino dei Tarocchi

Step into Il Giardino dei Tarocchi and discover a very different side of Tuscany through the large-scale sculptures of artist Niki de Saint Phalle....

See More
Included in Trip

About this trip

An expert Travel Director and professional Driver
Cherry-picked hotels, all tried and trusted
All porterage and restaurant gratuities
Private air-conditioned vehicle
All hotel tips, charges and local taxes
Breakfast daily and up to half of your evening meals
Must-see sightseeing
Audio headsets for flexible sightseeing
Optional Experiences and free time
On occasion, hotels of similar standard and location may be utilized

Low Deposit & Flexible Booking Low Deposit from $200 + no change fees See flexible booking terms >

Best Value Why touring is the easiest way to travel Learn more >

Current Entry Requirements Check your destination View Entry Guide >

Frequently Asked Questions

  • Language in Italy: Italian
  • Currency used in Italy: Euro
  • Capital of Italy: Rome
  • Time Zone(s) in Italy: Central European Summer Time, Central European Time Zone

As a US citizen, here are the passport, visa, and entry requirements for Italy:

Passport

  • Your passport should have at least two blank pages for entry stamps.
  • Your passport is valid for at least six months beyond the conclusion of your trip.

Visa Requirement

  • A visa is not required to enter Italy.

Entry Requirements

Twin Room All listed pricing in the brochure and website is per person based on two people sharing a twin room (a room with 2 twin size beds). A double bed can be requested at time of booking if preferred.

Solo Supplement If you are traveling alone and require a single room, there will be an additional Solo Room Supplement added to your price.

Triple Room Rooms that sleep 3 people are available on some itineraries. The third bed is typically a pull out or cot.

Italy experiences a diverse range of climates due to its geographical location. Generally, the country has a Mediterranean climate characterized by hot, dry summers and mild, wet winters. Coastal regions enjoy mild temperatures throughout the year, while inland areas can experience more significant temperature variations. Northern Italy tends to be cooler than the south, and the mountainous regions, such as the Alps and the Dolomites, have colder winters and offer opportunities for winter sports. It's always a good idea to check the specific weather conditions for the region you plan to visit, as they can vary.

On-Tour Luggage & Carry-On Bag Size Limits

Luggage: Each guest traveling may bring one suitcase no larger than 30” x 18” x 10" and weighing no more than 50 lb

Carry-On Bag: *Restricted to one piece per person, not to exceed 12” x 11” x 6”

  • *Please note: A "carry-on bag" on a tour coach is not the same as a "carry-on" for a flight. Because our coaches have large windows to enjoy the view, there is minimal space to store large items securely overhead or under the seats. A "carry-on bag" may be a soft-sided daypack, purse, backpack, tote bag, or the like. Because we value our guests' safety, small rolling suitcases or bags with telescopic handles are not permitted. In order to guarantee a smooth trip, guests are not permitted to store an additional "carry-on" bag beneath the coach with the luggage. 

So your driver and any hotel porters can safely lift and transport your suitcase throughout your vacation, we strongly recommend that you test the weight of your baggage prior to travel. You should be able to lift and comfortably transport it for short distances. 

Baggage allowances vary from airline to airline, and you should check with your chosen carrier for details prior to travel.

Packing Tips for Your Tour

Packing for a guided tour will vary depending on the duration of the trip, the time of year, and the activities planned. Here is a general packing list to help you get started:

Passport and Travel Documents: Ensure you have your passport, travel insurance, and any necessary travel documents.

Clothing:

  • Comfortable walking shoes: Cobblestone streets and uneven terrain require comfortable footwear.
  • Lightweight, breathable clothing: Pack clothes suitable for the season. Bring a mix of short-sleeved tops, lightweight pants or skirts, and a few long-sleeved options for cooler evenings for the summer months, and long-sleeved and heavier layers for early Spring, Fall, and Winter.
  • Layers: It's advisable to bring a light jacket or sweater and a scarf for layering, especially in Spring or Fall.
  • Nice evening wear: You may wish to wear a dressier outfit if you plan on dining in an elegant restaurant, for example. Smart-casual clothes are usually acceptable for all included daytime and evening activities throughout your tour.
  • Rain Gear: Depending on the season and the countries you're visiting, it's a good idea to pack a compact rain jacket or umbrella.

Sun Protection:

  • Hat, sunglasses, UV-protective clothing.
  • Sunscreen with high SPF. If you're visiting any coastal areas, bring reef-safe sunscreen formulated without harmful chemicals known to be damaging to coral reefs and marine life. Traditional sunscreens often contain ingredients like oxybenzone and octinoxate, which have been found to contribute to coral bleaching and negatively impact marine ecosystems. Look for sunscreens with certifications such as "Reef Safe," "Coral Safe," or "Ocean-Friendly" to ensure they are environmentally friendly.

Medications and First Aid:

  • Any prescription medications you need. (See more below under Health & Wellness)
  • Basic first aid kit with adhesive bandages, antiseptic wipes, pain relievers, etc.

Toiletries:

  • Travel-sized toiletries, including shampoo, conditioner, soap, and toothpaste.
  • Travel towel (quick-drying and compact).
  • Hand sanitizer and wet wipes.
  • A washcloth and carry bag (often not available in hotels abroad).

Electronics:

  • A camera: You’re traveling to see extraordinary scenery and sites. So that you don't miss a single moment, bring a trustworthy camera. Check out our travel photography tips for capturing the best photos of your trips. If you feel comfortable, you can also try the camera on your phone. However, if you want to zoom in or capture moving objects, a camera might be your best bet.
  • Mobile phone.
  • Chargers for each electronic you bring.
  • Travel adapter and/or voltage converter
  • Portable power bank for charging devices on the go.
  • Small travel hair dryer (make sure you have the correct converter and adapter).

Miscellaneous:

  • A travel-friendly daypack or bag to carry your essentials during excursions.
  • Insect repellent.
  • Reusable water bottle. At GET, we’re all about caring for our planet, and with that in mind, we always recommend that you pack a reusable water bottle for your trip. Bringing your own reusable water bottle or asking for tap water at restaurants means you can make a difference by reducing your vacation plastic waste.
  • A small travel alarm.
  • A travel iron if you like your clothes to be pressed.
  • A travel pillow.

Optional:

  • Scarf or shawl for visiting religious sites or to cover up in conservative areas.
  • Light sleepwear.
  • A new, blank journal to document your trip. Don't know your travel journal style? Find out here!
  • Ziplock bags (storing snacks, toiletries, and keeping things organized).

Remember to pack light and versatile items that can be mixed and matched for different outfits. Laundry facilities are often available, or you can have your clothes laundered at hotels during your trip. It's also a good idea to pack a small bag or backpack to bring on the coach for day trips and excursions, leaving your larger luggage at the hotel.

Electricity

American appliances run on 110-120 volts at 60 Hz, while European appliances run on 220-230 volts at 50 Hz.

As a result, American appliances designed for use in the United States (typically 120 volts at 60 Hz) may not be directly compatible with the higher voltage used in European countries. Plugging a 120-volt appliance into a 220-240-volt outlet without the appropriate voltage converter or transformer can cause damage to the appliance or pose safety risks.

If you plan to bring American appliances to Europe, you will need a voltage converter or transformer to change the voltage to 220-240 volts from 110 volts. Additionally, you will likely need a plug adapter to fit the American-style plug into the European power outlets. All of Europe operates on the same two round-pronged outlets (Type C).

It's important to note that not all appliances are compatible with voltage converters, so it's essential to check the labels or user manuals of your devices before using them with a voltage converter. Some electronic devices, such as laptops, smartphones, and camera chargers, are dual voltage and can support 120V and 220-240V, so they may not require a voltage converter, but a plug adapter will still be necessary.

To avoid any issues with electrical compatibility during your travels, consider purchasing appliances specifically designed for the voltage used in the region you'll be visiting or use appropriate voltage converters and plug adapters to ensure the safe operation of your American appliances in Europe.

We recommend purchasing an adapter with a voltage converter so you can pack less. And to pick up any necessary adapters or converters for your electronic devices before departing on your guided tour and bringing them with you.

Hair Dryers in Your Hotel

Hair dryers are common accessories in hotels. Should you want to bring your own, though, you will need to bring an adapter and voltage converter or make sure it is dual voltage by checking the label for INPUT AC 120V - 240V or a switch that can be set to 125V or 250V. Many devices have this feature, so it's worth checking before you travel. If you need a hair dryer during your trip but can't find one in your hotel room, you can inquire with the hotel staff. Many hotels will be able to provide a hair dryer upon request, either at the front desk or through housekeeping.

Air Conditioning

Air conditioning is commonly available in European hotels, restaurants, and public spaces, especially in major cities and tourist areas, but it is worth noting that the settings will differ from what you are used to in the USA.

However, it's important to note that not all accommodations or historic buildings may have air conditioning, particularly in more traditional or rural settings. Most hotels in Europe can provide a portable fan for additional room cooling if requested. Your Travel Director will be on hand to assist you throughout your trip.

Guests may bring one full-sized suitcase and one carry-on bag per person. Due to limited luggage space, we ask that your full-sized bag not exceed dimensions of 30” x 18” x 10” and cannot be over 50lbs. Space for “carry-on bags” on motorcoaches is much smaller than on aircraft, and bags with wheels, rigid frames, and telescoping handles cannot be accepted as carry-on luggage. Medium-sized backpacks, tote bags, small duffels, and messenger bags are all excellent options to use as your daily coach carry-on. Baggage allowances vary from airline to airline, and you should check with your chosen carrier for details prior to travel.

To enable you to personalize your tour experience, you will find several Optional Experiences designed to complement the itinerary. These experiences aim to offer a deeper insight into the culture and character of the areas to be visited and provide wonderful highlights for your travels.

The majority of Optional Experiences will be offered to you by your Travel Director at the beginning of your trip. Most Optional Experiences will be priced in euros. Your Travel Director will provide further information. Some may be subject to change, depending on the time you are traveling or local circumstances, including weather and days of the week.

It is recommended to have travel insurance that covers medical expenses while abroad.

In order to ensure a healthy and enjoyable trip, we strongly suggest that you pack a plentiful supply of any medication you may need while on vacation.

Prior to traveling, please notify GET of any disability requiring special assistance or any specific dietary needs that you may have, and we will strive to accommodate these.

When traveling with GET, baggage handling at hotels, service charges, and tips for hotel wait staff (for included meals) will all be taken care of by your Travel Director. There are, however, a few instances where individual tipping is welcome.

Hotel services
Tipping hotel staff for room service delivery is customary if the charge still needs to be added to the bill.

Local Specialists
It is customary to show appreciation for the insights, stories, and know-how shared with you by the Local Specialists, and we suggest a gratuity of €1-2 (Euro) per person per half day.

Your Coach Driver and Travel Director
Gratuities for your Travel Director and Driver are not included in the trip cost. At the end of your trip, you may express appreciation to your Travel Director and Driver for their excellent service and the personal attention you received. Gratuities are given at the discretion of each guest and a suggested amount per person/per day is listed in your travel documents. For your convenience and ease, there is an option to pre-pay gratuities for the Travel Director and Driver at the time of booking.

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