Step into Italy's celebrated Tuscany on our Hiking and Walking Tour and experience the journey from the picturesque countryside to the stunning coast. Immerse yourself in postcard-perfect landscapes, verdant vineyards, and iconic places in Val d'Orcia, including the thermal baths of Bagno Vignoni and the hilltop towns of Montalcino and Pienza. Hiking in Val d'Orcia takes you along country roads, through rolling hills dotted with cypress trees and picturesque farmland, leading to panoramic vistas and charming villages. The scent of wildflowers and grazing sheep completes the scene. Next, visit the Monte Argentario peninsula for a contrasting perspective of Tuscany's splendor. Explore rugged coastlines, azure waters, and quaint fishing villages, with trails offering breathtaking views of the Tyrrhenian Sea and leading to hidden beaches. Discover the true essence of Tuscany on our Hiking and Walking Tour, where enchanting inland beauty meets captivating coastal charm, blending two distinct yet equally mesmerizing Tuscan landscapes.
Hike through Val d'Orcia, a UNESCO World Heritage site, renowned for its iconic and harmonious Renaissance agricultural landscapes
Indulge in an exclusive wine tasting at a local winery and savor the world-famous Brunello di Montalcino DOCG, a 150-year-old Tuscan treasure
Sample exquisite pecorino cheese in the charming hilltop town of Pienza, where Tuscany’s rich culinary traditions and historic architecture come to life
Discover the seaside village of Porto Ercole on a private walking tour, unveiling the mysteries of its fortresses built during Spanish rule
Relax in our carefully selected hotels, featuring natural thermal pools at Albergo Posta Marcucci and private beach access at Torre di Cala Piccola
Pienza in the Val d'Orcia
Medieval hilltop village of Pienza
Discover Pienza, a Renaissance gem in Tuscany, known for its stunning architecture, charming piazzas, and panoramic views of Val d'Orcia. Enjoy the enduring beauty of this hilltop town.
This trip through Tuscany is fascinating because it takes you from the iconic region of Val d'Orcia to the scenic Monte Argentario by the sea, a local favorite. And the food is absolutely amazing too!
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Everything was well thought out and the guides were really fabulous! The whole experience was wonderful!
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This was our first time using an organization for our travel experience. As the one who usually is doing all the planning and logistics, I was beyond delighted to be just a guest! I was especially impressed with the quality of the guides and the incredibly rigorous hiring process. It made a difference. We'll be trekking with Trek Travel! Thank you!
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Overall a wonderful experience. I wouldn't change anything. I have a life time of memories from this trip.
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Great Hike
Experience the timeless beauty of Val d'Orcia as you hike through this quintessential Tuscan landscape, celebrated for its stunning rolling hills, cypress-lined roads, and picturesque vineyards.
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Where to Arrive
Airport:
Florence Airport (FLR)
Pick-up location:
Palazzo Montebello, Florence, Italy
Pick-up time:
10:00 AM
Where to Depart
Airport:
Rome Fiumicino (FCO)
Drop-off location:
Orbetello-Monte Argentario Train Station, Orbetello, Italy
Drop-off time:
11:00 AM
Additional Arrival Information
We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Florence’s Amerigo Vespucci Airport (FLR). The airport is about three miles from the town center. You can take a taxi directly to the hotel (for approximately 20€) or a bus which departs hourly.
You can also fly into Rome and take a train or flight from either city to Florence. From Rome’s Fiumicino Airport (FCO), you may take a direct train to Rome’s central station, Roma Termini. Follow the “Stazione/Railway Station” signs. Trains depart twice hourly. We recommend you purchase your ticket in advance on the www.TrenItalia.com or at a Biglietteria office or from ticket machines available at the train station. All tickets must be validated before getting on the train: do this by stamping your ticket at the yellow boxes near the platform. The ride takes 30 minutes. From Roma Termini, transfer to a train for Florence. The Eurostar trains depart frequently and are the quickest. The trip takes one and a half hours and costs between 44€-62€ one way per person. Taxi service is available from Rome Fiumicino Airport to central Rome for approximately 50€. For information about travel through Milan’s Malpensa Airport (MXP), consult the website www.airportmalpensa.com.
Your Trek Travel guides will meet you at the Palazzo Montebello (Via Giuseppe Garibaldi, 14, 50123 Florence, Italy) at 10:00 AM on the first day of the trip. Please come dressed ready to hike. After a two-hour transfer by private coach, enjoy lunch in Castiglione d'Orcia as your guides explain how the trip will unfold. Once everyone is ready, you'll set off to explore the paths of Tuscany and get your first glimpse of this incredible landscape.
If you will be late for the pick up or are going to miss it altogether, please inform your guides. If you cannot reach them, please call the trip hotel, Albergo Posta Marcucci (+39 577 887 112) and leave a message with your expected arrival time. A taxi from to the hotel will cost approximately 200€.
Additional Departure Information
After saying goodbye to your guides at the hotel, a 30-minute private shuttle will take you the train station in Orbetello-Monte Argentario. From here, trains easily connect to Rome, Pisa, Florence, and many other Italian cities. Visit www.TrenItalia.com for specific train information.
Discover the thermal village of Bagno Vignoni in the heart of the breathtaking Val d'Orcia
Overview
Welcome to beautiful Tuscany! Your Trek Travel guides will meet you at the Palazzo Montebello at 10:00 AM. After a two-hour shuttle ride to the captivating medieval town of Castiglione d'Orcia, you'll receive a brief introduction and an overview of the day's plans, followed by your first group lunch at our favorite trattoria in town. We’ll then head out on our first hike in Tuscany, following a segment of the historic Via Francigena that connects England ... Welcome to beautiful Tuscany! Your Trek Travel guides will meet you at the Palazzo Montebello at 10:00 AM. After a two-hour shuttle ride to the captivating medieval town of Castiglione d'Orcia, you'll receive a brief introduction and an overview of the day's plans, followed by your first group lunch at our favorite trattoria in town. We’ll then head out on our first hike in Tuscany, following a segment of the historic Via Francigena that connects England to Rome. We'll descend through the stunning Val d’Orcia, a landscape defined by rolling hills, cypress-lined roads, and picturesque farmland. Our day continues to Bagno Vignoni, where we’ll settle into our first hotel, a charming historic property. Tonight, we gather in the hotel's beautiful grounds for a social hour, followed by an authentic Italian dinner. Read More
Hotel
Albergo Posta Marcucci
Meals included
Lunch I Social Hour | Dinner
Highlight of the Day
Bagno Vignoni
Bagno Vignoni is best known for its central thermal bath, Piazza delle Sorgenti, celebrated since Roman times for its therapeutic hot spring... Bagno Vignoni is best known for its central thermal bath, Piazza delle Sorgenti, celebrated since Roman times for its therapeutic hot springs. Read More
Hiking Options
Hike Option 1
TODAY'S HIKE:
Castiglione d'Orcia to Bagno Vignoni - Approximately 3 mi | 4 km and 171 ft | 52 m
Hike from Sant'Antimo Abbey to Montalcino through beautiful vineyards
Overview
Wake up to a sunny Tuscan morning and enjoy breakfast on the hotel's terrace. After a 30-minute shuttle, visit the serene Sant'Antimo Abbey, a historic Benedictine monastery from the 9th century, known for its Romanesque architecture and cultural significance. Then, take a scenic hike through hilly vineyards towards Montalcino, stopping at a local winery for a lunch paired with regional wines. Explore Montalcino, a picturesque hilltop village famous for its winemaki... Wake up to a sunny Tuscan morning and enjoy breakfast on the hotel's terrace. After a 30-minute shuttle, visit the serene Sant'Antimo Abbey, a historic Benedictine monastery from the 9th century, known for its Romanesque architecture and cultural significance. Then, take a scenic hike through hilly vineyards towards Montalcino, stopping at a local winery for a lunch paired with regional wines. Explore Montalcino, a picturesque hilltop village famous for its winemaking heritage. Wander its charming streets, enjoy gelato, or sample local wines at your leisure. Return to the hotel on a brief shuttle ride, then venture out to explore Bagno Vignoni on your own, with dinner recommendations from your knowledgeable guides. Read More
Hotel
Albergo Posta Marcucci
Meals included
Breakfast I Lunch
Highlight of the Day
Lunch amidst the vineyards
En route to Montalcino, we'll pause at a winery to indulge in a traditional Italian lunch paired with renowned local wines such as Brunello ... En route to Montalcino, we'll pause at a winery to indulge in a traditional Italian lunch paired with renowned local wines such as Brunello di Montalcino. Read More
Hiking Options
Hike Option 1
TODAY'S HIKE:
Sant'Antimo to Montalcino - Approximately 8 mi | 13 km and 1,394 ft | 425 m
Activities
Activity 1
TODAY'S ACTIVITY:
Wine tasting in Montalcino
Uncover the true essence of Val d'Orcia on your way to the hilltop town of Pienza
Overview
Today, we'll hike along white, gravel roads through the iconic cypress-lined hills of Val d'Orcia, fully immersing ourselves in quintessential Tuscan scenery. Starting from the hotel, we'll traverse the undulating terrain of this UNESCO World Heritage site, celebrated for its preserved Renaissance layout and aesthetic. We'll stop to admire Chapel Vitaleta, a tranquil, iconic chapel, b... Today, we'll hike along white, gravel roads through the iconic cypress-lined hills of Val d'Orcia, fully immersing ourselves in quintessential Tuscan scenery. Starting from the hotel, we'll traverse the undulating terrain of this UNESCO World Heritage site, celebrated for its preserved Renaissance layout and aesthetic. We'll stop to admire Chapel Vitaleta, a tranquil, iconic chapel, before continuing to Pienza, an enchanting hilltop village with sweeping views and inviting streets. It is renowned for its exquisite pecorino cheese, highly regarded for its flavor and quality. We'll visit a local cheese shop for tastings and give you the opportunity to explore this timeless town and choose your lunch spot. After a quick shuttle back to the hotel, relax and unwind before we gather for a delightful dinner at our favorite restaurant in Bagno Vignoni. Read More
Hotel
Albergo Posta Marcucci
Meals included
Breakfast | Dinner
Highlight of the Day
Chapel Vitaleta
Chapel Vitaleta is a small, restored Renaissance chapel that embodies Tuscany's profound spiritual and cultural ties to its artistic heritag... Chapel Vitaleta is a small, restored Renaissance chapel that embodies Tuscany's profound spiritual and cultural ties to its artistic heritage. Read More
Hiking Options
Hike Option 1
TODAY'S HIKE:
Bagno Vignoni to Pienza - Approximately 9 mi | 14 km and 1,437 ft | 438 m
Activities
Activity 1
TODAY'S ACTIVITY:
Pecorino Cheese Tasting in Pienza
Experience Porto Ercole, a local favorite for stunning coastal beauty
Overview
We'll say goodbye to Val d'Orcia this morning and travel southward to reach the Tyrrhenian Sea. A two-hour shuttle will take you to Porto Ercole, a captivating coastal village perched on the Monte Argentario Peninsula. Built during Spanish rule in the 16th century to defend against naval threats, Forte Stella and Forte Filippo stand as impressive examples of military architecture. A guided tour will walk you through the city and surrounding area to learn more about ... We'll say goodbye to Val d'Orcia this morning and travel southward to reach the Tyrrhenian Sea. A two-hour shuttle will take you to Porto Ercole, a captivating coastal village perched on the Monte Argentario Peninsula. Built during Spanish rule in the 16th century to defend against naval threats, Forte Stella and Forte Filippo stand as impressive examples of military architecture. A guided tour will walk you through the city and surrounding area to learn more about Monte Argentario's eventful history. After lunch on your own, a short transfer will bring you to our cliff-top hotel overlooking the sea. Enjoy the rest of the afternoon in this peaceful location. Tonight, enjoy a leisurely dinner at the hotel's bistro restaurant at your own pace, compliments of us, while taking in the extraordinary sea views. Read More
Hotel
Torre di Cala Piccola
Meals included
Breakfast | Dinner
Highlight of the Day
Porto Ercole
Explore the streets of Porto Ercole, a beloved seaside destination, and uncover its rich, eventful history on a private walking tour.
Hiking Options
Hike Option 1
TODAY'S HIKE:
Porto Ercole Loop - Approximately 8 mi | 12 km and 804 ft | 245 m
Activities
Activity 1
TODAY'S ACTIVITY:
Guided city walk
Explore the trails of Monte Argentario, including the idyllic Capo d'Uomo
Overview
After a peaceful breakfast overlooking the sea, lace up your shoes as we head out to explore one of Monte Argentario's hidden gems: Capo d'Uomo. This stunning landmark, perched above spectacular cliffs over the Tyrrhenian Sea, is home to the 16th-century Torre di Capo d'Uomo, a watchtower that was part of a defense and communication network. We'll take in the magnificent views while hiking this dramatic terrain before returning to the hotel. Enjoy lunch followed by ... After a peaceful breakfast overlooking the sea, lace up your shoes as we head out to explore one of Monte Argentario's hidden gems: Capo d'Uomo. This stunning landmark, perched above spectacular cliffs over the Tyrrhenian Sea, is home to the 16th-century Torre di Capo d'Uomo, a watchtower that was part of a defense and communication network. We'll take in the magnificent views while hiking this dramatic terrain before returning to the hotel. Enjoy lunch followed by a relaxing afternoon at the hotel's private beach or swimming pool, before gathering for a quick 10-minute shuttle ride to Porto Santo Stefano. There, we'll take some time to explore the town before heading to a beloved local spot for a memorable social hour and dinner by the sea. Read More
Hotel
Torre di Cala Piccola
Meals included
Breakfast | Lunch | Social Hour | Dinner
Highlight of the Day
Featured Meal | Il Moletto
Il Moletto's distinctive seafood recipes, handed down from father to son since 1955, are now lovingly preserved by the four children. Savor ... Il Moletto's distinctive seafood recipes, handed down from father to son since 1955, are now lovingly preserved by the four children. Savor an authentic menu while enjoying the picturesque views from the pier. Read More
Hiking Options
Hike Option 1
TODAY'S HIKE:
Capo d'Uomo Loop - Approximately 7 mi | 11 km and 797 ft | 243 m
Swim at Cala del Gesso, one of the most spectacular beaches of Monte Argentario
Overview
Savor one last cappuccino with a stunning sea view on our final morning together. Before we part ways, we'll explore Monte Argentario once more with a walk to Cala del Gesso, one of the peninsula's most beautiful and secluded beaches. The path includes an energizing descent to the beach, offering stunning views along the way. After a quick swim, you'll climb back up to the hotel, bid farewell to your guides, and board a private shuttle at 11:00 AM for a 30-minute ri... Savor one last cappuccino with a stunning sea view on our final morning together. Before we part ways, we'll explore Monte Argentario once more with a walk to Cala del Gesso, one of the peninsula's most beautiful and secluded beaches. The path includes an energizing descent to the beach, offering stunning views along the way. After a quick swim, you'll climb back up to the hotel, bid farewell to your guides, and board a private shuttle at 11:00 AM for a 30-minute ride to Orbetello train station, where you can catch a train to your next destination. Read More
Hotel
Torre di Cala Piccola
Meals included
Breakfast
Highlight of the Day
Cala del Gesso
Discover another secluded treasure, Cala del Gesso, one of the most beautiful beaches on the peninsula.
Hiking Options
Hike Option 1
TODAY'S HIKE:
Cala del Gesso Loop - Approximately 3 mi | 4 km and 423 ft | 129 m
View full itinerary to print.
View full itineraryOn most Trek Travel trips, we offer non-hiking options for guests who want to take the afternoon off, or travel companions who want to spend little or no time on the trails. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. Some non-hiking options on our Tuscany Hiking and Walking Tour are:
We've got you covered on and off the trail! During our hiking and walking trips, you'll never venture alone. A guide will be with you on the trail at all times. Depending on the group size, another guide will either be waiting with the van at the hike's end or walking by your side. And when you're not hiking, our guides are at your service for anything you need—from booking massage appointments to helping you find that special local treat you've been craving.
With roots in the 19th century as an inn, the restored ancient building has become the beautiful Posta Marcucci hotel. Blending historic charm with modern comfort, it features cozy rooms, thermal pools, and stunning views of Val d’Orcia, offering warm hospitality and a serene retreat in Bagno Vignoni.
... Learn more
This luxurious 4-star hotel, perched just 100 meters above the Mediterranean Sea, offers a spectacular location with breathtaking 360-degree views of the Argentario peninsula. Torre di Cala Piccola boasts elegantly appointed rooms, a private swimming cove, a panoramic terrace, and a gourmet restaurant. With attentive service and an enchanting setting, you are sure to be captivated by this beautiful property.
... Learn more
Trek Travel Guides
From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.
Know Before You Go!
We want you to be fully prepared for you hiking and walking tour with us. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.
Your Trip Need to Knows:
Florence, Italy
Florence is the majestic heart of Renaissance art and intellect. Spend several days wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Visit the iconic Duomo, Ponte Vecchio, and the Uffizi Gallery, a pillar of the Renaissance and Medici eras. Michelangelo's David in the Galleria dell'Accademia is also a must-see. When exploring Florence, keep in mind that opening hours can vary, with different museums open on different days. To make the most of your time and avoid long lines, consider pre-booking your tickets for a few extra euros. This will allow you to bypass the queues and enjoy more of what the city has to offer. We recommend the following accommodations for your pre-trip hotel:
Where to Stay
Hotel Montebello Splendid
The Hotel Montebello Splendid is an elegant 5-star, boutique hotel located just 10 minutes walk from all the main monuments and points of interest in Florence. Take advantage of their concierge services to plan your stay in Florence to the last detail. www.palazzomontebello.com
Hotel Il Guelfo Bianco
This patrician home of the 16th century is close to the old market in the heart of downtown Florence, just a short walk to the Cathedral and principal museums. This 3-star hotel recently re-opened its doors to guests after having undergone a complete restoration. The Renaissance architecture and the refined furnishings reflect the Florentine character. www.ilguelfobianco.com
Eurostars Florence Boutique
This boutique hotel is a true masterpiece of hospitality, a historic palazzo restored and converted into a 4-star hotel, just 50 steps from the River Arno and a 10-minute walk into the heart of Florence. Discover the magic of Florence on two wheels with their fleet of Trek bikes or admire stunning city views from the rooftop terrace. www.eurostars-florence-boutique.com
Rome, Italy
Rome is a powerhouse of stunning architecture and ancient history, beautifully told through its ruins and buildings. It seems that every street you walk down provides another unexpected glimpse of ancient times, yet modern bustle and energy abounds as well. The Coliseum, the Forum, Vatican City, and the Pantheon are some of the must-see attractions. Be sure to linger on the Spanish Steps one afternoon and take advantage of great shopping and fantastic cuisine. We recommend the following accommodations for your post-trip hotel:
Where to Stay
Hotel Barocco
This 37-room hotel is tucked away in central Piazza Barberini. It boasts a refined, simple style with all of the comforts and amenities needed for a relaxing Roman getaway. www.hotelbarocco.com
Hotel Capo d’Africa
Located in the heart of Imperial Rome, between the Forum and the Domus Aurea, the Hotel Capo d’Africa boasts contemporary decor within a beautiful, early 19th-century building. www.hotelcapodafrica.com
Mecenate Palace
In front of the Basilica of Santa Maria Maggiore, this hotel is within walking distance of most of the important monuments and shopping areas found in Rome. Guests can enjoy a panoramic view of the city from the hotel’s roof garden. www.mecenatepalace.com
Spring and fall in Tuscany are usually clear and sunny, with warm daytime temperatures (75-90ºF/24-32ºC) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Summers are warmer with warm daytime temperatures (80-95ºF/27-34ºC). Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your hiking vacation.
View our Packing List
To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.
*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.
**Deposit amounts can vary. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.
When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan.
With one person booked on a date, the trip becomes guaranteed.*
In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:
Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.
or
Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.
Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.
The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.
*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.
Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.
We understand things happen in life and sometimes you have to cancel or change your tour.
Read our Cancellation Policy
Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.
Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection
We have partnered with Santa Barbara Travel Bureau. to offer our guests a dedicated concierge travel team that is available to assist you in getting to and from your Trek Travel trip. Learn more about our Travel Services
Sharing the joy that comes with wow moments
Guide gratuities are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Signature trip, we suggest a tip for your guides between $240-$300 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience. While local currency is preferred, there are other options to make tipping easier. Most guides accept gratuity via PayPal or our staff can help before or after the trip. Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.
Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:
Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.
Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.
You cannot put a price on a wow. But you can show your thanks for an exceptional experience.
Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See Hiking & Walking FAQs
Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.
Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.
This trip is currently sold out, but you may be added to the waitlist in the case of availability.
If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.
Looking to travel with a small group? Ask our trip consultants about private trips and learn more.
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.
Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.
These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.
On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.
Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).
Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).
Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).
Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).
Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).
Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).
Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).
Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).
Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).
Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).
Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).
Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself
