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Pesaro, Urbino & San Marino

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8 days

Spend seven nights in the charming coastal town of Pesaro and enjoy an included walking tour on this 8-day group tour. Discover the hilltop charm and medieval architecture of Urbino, visit the ancient fortress of San Leo and the world’s oldest republic in San Marino. Discover the romantic town of Gradara, famous for Dante’s love story and enjoy an included wine tasting at one of the region's top vineyards. With plenty of leisure time for relaxation and independent sightseeing.

For a detailed itinerary and information about visas, money, weather and more download our Trip Notes

Tour Overview

Duration

8 days

Starts

Pesaro

Ends

Pesaro

Range

Handpicked

Tour Guide

Tour leader escort & local guides for sightseeing

Group Size

Min 2 / Max 45

Minimum age

No minimum age

Departs

May - September

Hotel Rating

4-star hotels

Countries

Italy, San Marino

Arrival Transfer

No - can be booked on request

Departure Transfer

No - can be booked on request

Meals included

Breakfast: 7, Lunch: 2, Dinner: 7
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Per Person From
$1,895.00
USD$1,516.00
Deposit From
Final payment
USD$800.00
$2,232.00

Tour Highlights

Pesaro - Spend seven nights in this charming coastal town, with guided sightseeing and free time to relax on the Adriatic beaches
Urbino - Discover the historic, hilltop town with breathtaking panoramic views and beautifully preserved architecture
San Leo - Visit the ancient fortress overlooking the Marecchia Valley and explore the town’s connections to Dante and St. Francis
San Marino - Wander the picturesque streets of the world’s oldest republic with time for independent exploration
Gradara - Tour the medieval town, believed to be the setting of Dante’s tale of Paolo and Francesca, and enjoy included wine tasting

Included

7 breakfasts, 2 lunches & 7 dinners
7 nights in a 4-star hotel
Escorted by a professional English-speaking tour leader, with local guides for included sightseeing
All relevant transportation in private, air-conditioned vehicles
Guided walking tour in Pesaro
Full day excursion to Urbino
Full day guided excursion to San Leo and San Marino
Full day excursion to Gradara
Visit to a local vineyard with wine tasting in Gradara
Note: This tour is operated in conjunction with our trusted partner and you will join travellers from different operators, not solely On The Go.

Not Included

International flights and visas
Airport transfers
Tipping - an entirely personal gesture!
Optional excursions
Hotel city taxes

Itinerary

Day 1 - Welcome to Pesaro

Once you have arrived at the airport in Bologna or Ancona, make your way to our accommodation in Pesaro, a charming seaside town on the Adriatic coast, known for its beautiful beaches and rich cultural heritage.

After checking in, the rest of the day is at your leisure to explore the town, relax at the beach, or enjoy the local cafes and shops. In the evening join your fellow travellers for an included dinner at the hotel.

Overnight: Pesaro
Meals: Dinner

Day 2 - Pesaro Walking Tour

You’ll have the morning free to relax and settle into your hotel, or you might prefer to take a leisurely stroll through the charming streets of Pesaro, starting with the lively Piazza del Popolo, the town's main square.

Overnight: Pesaro
Meals: Breakfast, Dinner

Day 3 - Day Trip to Urbino

Pesaro - Urbino - Pesaro. After breakfast, we’ll set off for a full-day excursion to Urbino, a town renowned for its stunning hilltop views and rich history. As we explore the heart of this beautifully preserved walled city, we’ll take in breathtaking panoramic vistas of the surrounding landscape. Later, we’ll gather with our fellow travellers to enjoy an included lunch at a charming local restaurant, soaking in the atmosphere of this historic gem.

Overnight: Pesaro
Meals: Breakfast, Lunch, Dinner

Day 4 - San Leo & San Marino

Pesaro - San Leo - San Marino - Pesaro. Today, we’ll embark on a full-day guided tour to explore San Leo and San Marino. Our first stop is the charming town of San Leo, where we’ll visit its ancient fortress, perched 600m above sea level and overlooking the Marecchia Valley. The fortress has hosted many famous figures throughout history, including Dante and St. Francis. In the afternoon, we’ll head to San Marino, an independent country and the world’s oldest republic. Here, you’ll have free time to explore its narrow, picturesque streets at your leisure. We return to our hotel in Pesaro for the evening.

Overnight: Pesaro
Meals: Breakfast, Dinner

Day 5 - Pesaro at Leisure

Enjoy a free day to explore Pesaro at your own pace. You can take a leisurely stroll along the beach, savour an al fresco lunch in one of the many restaurants, or sip a glass of prosecco while enjoying views of the Adriatic. Your tour leader will be happy to provide recommendations for sightseeing, shopping, and entertainment options in the area.

Overnight: Pesaro
Meals: Breakfast, Dinner

Day 6 - Day Trip to Gradara

Pesaro - Gradara - Pesaro. We’ll set off for a full-day visit to Gradara. We’ll be guided through this charming town, which is believed to be the setting of Dante’s tragic love story of Paolo and Francesca. After an included lunch at a typical local trattoria with our fellow travellers, we’ll continue our tour to one of the region’s vineyards and cellars to sample some local wines at an included tasting.

Overnight: Pesaro
Meals: Breakfast, Lunch, Dinner

Day 7 - Pesaro at Leisure

On this final day, take some time to relax and enjoy your surroundings, whether by exploring more of the town, unwinding at a local café, or soaking in the views. Your tour leader will be happy to offer recommendations for things to see, places to visit, or last-minute shopping spots.

Overnight: Pesaro
Meals: Breakfast, Dinner

Day 8 - Arrivederci Pesaro

Enjoy a final breakfast at the hotel before check out. We wish you a safe onwards journey!

Meals: Breakfast

Hotels

The hotels listed below are ones which we frequently use on this tour. We reserve the right to substitute these hotels to ones of a similar standard.
Hotel Napoleon
Pesaro

Situated on a tree-lined street opposite Pesaro beach, this vibrant, family-run hotel is conveniently located off the SS16 road, just a 13-minute walk from the 15th-century Casa Rossini and 1 km from Teatro Rossini, home of the Rossini Opera Festival. The bright, ocean-themed rooms come with free Wi-Fi, flat-screen TVs, and minifridges, while complimentary bike and beach towel rentals are available. Guests can enjoy a relaxed restaurant and bar, an outdoor pool with a hot tub, and a rooftop terrace complete with a hot tub and sauna. There are also indoor and outdoor play areas for families to enjoy.

Our Rating
Superior
Local Rating
4 Star Hotel

Prices & Dates

Departure dates are guaranteed with 2 travellers. 'Twin/Double' prices are per person when there are 2 people on the same booking sharing a room. 'Single' prices are applicable to solo travellers wanting the privacy of their own room, or if your booking party cannot reach the minimum of 2 persons in a room. Single Rooms can also be booked by any other person wanting the comfort and privacy of their own room. Room sharing is not available on this tour.

2025
Twin/Double
Single
14 May - 21 May
Save 20%
$1,895$1,516
$2,345$1,876
28 May - 4 Jun
Save 20%
$1,895$1,516
$2,345$1,876
3 Sep - 10 Sep
Save 20%
$1,895$1,516
$2,345$1,876
17 Sep - 24 Sep
Save 20%
$1,895$1,516
$2,345$1,876

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