10 Best Tours and Trips in Siena in 2025/2026 - Compare Prices

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Tutta Italia To Sicily by Plane And Aeolian Islands

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Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,386

USD 3,284

Saving

USD 102

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Super Sales

Tutta Italia With Beautiful Campania and Sicily

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Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,030

USD 2,939

Saving

USD 91

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Super Sales

Golden Italy

4.4

(39 reviews )

No booking fees

Best price guaranteed

You can’t hit the browser back action on these pages without losing the partially completed survey...... : The itinerary was excellent and the reason why I selected this tour. It provides coverage of all regions of the country including cities, coastal/lake regions and historical villages. There is adequate time provided at all locations, and guide/s are helpful in explaining what to see, where to eat etc. This would be the best coach I’ve been on with a guided tour company - helpful having power stations next to seats and seats are large and comfortable. We had a dedicated English guide which was helpful as 95 of the group spoke Spanish and hard to follow what’s happening when it’s in another language Originally I was concerned we would miss out of the detailed information on the tour, so it’s great Europamundo provided this service. The guide Antonio was excellent and took the time to show our small English group various sites and monuments of interest. He was well informed of the history and knowledgeable - at one stage I asked someone ask “what tree is that?” and the answer was given ha Check in and itineraries were also to plan and on schedule. I felt like we could 100 trust our guide during the tour, was super reliable, and always willing to support with any queries. On a number of occasions I chose not to follow the standard itinerary in some locations, and Antonio was helpful in providing info on alternative sights in the area namely Burano and Torcello in Venice. Having a guide who has extensively travelled themselves is extremely helpful to share personal insight on where to visit and local culture. Even though we did not have Manu as our dedicated guide as he was assigned with the Spanish part of the group, he was extremely helpful and always friendly. I never felt like it was two separate groups travelling on one trip, and the coordination/collaboration between the two guides delivered a seamless journey. The Europamundo orange jacket is actually very helpful in being able to locate the guide at meeting points easily This is my second Europamundo trip, and the itineraries allow flexibility to spend time seeing the locations via tour and independently. Great they give time in the town centres too at night on some occasions for more meal choices ie not stuck in hotel at 5pm like other tours do. Overall I would give the trip 10/10...the guide/s, places visited, organisation were all superb...however...three areas of feedback; My transfer pick up on the first day was an unmarked individual/vehicle who had my name but gave no other details... I was not able to identify by brand association the pick up was with Europamundo and not a random stranger trying to get me into their car. With a previous transfer on a past Europamundo trip, the driver had signage. The driver was lovely though so not a criticism on him. I was given a room in the Florence hotel 2xnights with a single bed, even though a single supplement was paid. I would assume this covers a double room to pay for the additional charge as part of the tour package. The dinner meal is Salerno hotel was terrible, almost inedible Check out in Ergife was a little less friendly than my first experience with them. And there was unnecessary questions from an individual while I was trying to ask directions at the front desk...I don’t know if he was another guide or a staff member but he was asking about Europamundo. Thanks Europamundo

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Naples, S

Rome, Venice, Perugia, Naples, Salerno, Siena, Florence, Genoa, Milan, Verona

Duration15 days

From

USD 2,412

USD 2,340

Saving

USD 72

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Super Sales

Rome, Tuscany, Côte d Azur, Provence and Barcelona

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The 'Rome, Tuscany, Côte d’Azur, Provence and Barcelona' tour invites you to experience the best of Italy, France, and Spain over 11 gentle days. Perfect for those who prefer relaxed sightseeing, this guided group trip covers Rome’s historic marvels, the scenic beauty of Tuscany and Provence, and the lively atmosphere of Barcelona. With all accommodations, meals, and transportation included, the trip’s unique appeal lies in its wide-ranging yet comfortably paced itinerary, making it an exceptional choice for seniors eager to explore three iconic destinations in one go.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Barcelona, Siena, Florence

Rome, Barcelona, Siena, Florence, Cote D'Azur, Marseille

Duration11 days

From

USD 1,677

USD 1,627

Saving

USD 50

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Italian Roundabout Complete End Rome

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Italy’s timeless allure awaits seniors on the 20-day Italian Roundabout Complete End Rome tour. Journey in comfort through Genoa, Bari, and Rome, as well as 11 other enchanting destinations, on a city sightseeing trip designed for relaxation and ease. This guided group tour takes you from grand piazzas to historic cathedrals, weaving through the heart of Italy’s culture and culinary heritage. With accommodation, transport, and meals seamlessly arranged, you can simply enjoy each moment—no strenuous walking required. The unique selling point lies in its comprehensive yet leisurely pace, ensuring mature travelers experience Italy’s wonders without rush or fatigue.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Siena, Florence, Genoa, Mi

Rome, Siena, Florence, Genoa, Milan, Verona, Venice, Perugia, Bari, Brindisi, Naples, Salerno, Taormina, Palermo

Duration20 days

From

USD 3,793

USD 3,679

Saving

USD 114

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A Taste of Tuscany - Hilltop Towns and Vineyards

4.9

(9 reviews )

No booking fees

Best price guaranteed

Trip was excellent. Tour Guide, Gus, was fantastic, very knowledgeable, great communicator, and made sure all of our needs were met. Food and wine tour could not have been better. Never really liked many wines but the tastings proved me wrong. The agricultural farms were great and the food fresh and abundant. Villages were quaint. Castle was very interesting - 34 generations living in it and continuously running a vineyard and producing wine since 1141 is unbelievable! Looking into another food tour in another country. Gave accommodations less rating because hotels were in old buildings and they made due with space available: 1) First 2 nights in Hotel Bologna, the room was very, very small and had 2 twin beds aligned in tandem against one wall - would not have fit any other way, 2) Hotel Le Cisterna, last 3 nights, walls were so thin we could hear every word people next door said.

Wine tasting toursFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Pisa, Pienza, Siena, Chianti, Vo

Pisa, Pienza, Siena, Chianti, Volterra, San Gimignano

Duration8 days

From

USD 3,040

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Super Sales

Italian Roundabout Complete End Venice

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For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

Rome, Venice, Siena, Florence, Genoa, Milan, Verona, Bari, Brindisi, Naples, Salerno, Taormina, Palermo

Duration18 days

From

USD 3,475

USD 3,371

Saving

USD 104

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Tutta Italia and Sicily with Aeolian Islands

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Best price guaranteed

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration16 days

From

USD 3,033

USD 2,942

Saving

USD 91

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Super Sales

Golden Italy and Beautiful Campania

4.5

(2 reviews )

No booking fees

Best price guaranteed

Delight in Italy’s treasures on the 14-day Golden Italy and Beautiful Campania tour, crafted for seniors who appreciate culture and comfort. Journey from Rome through Milan, Verona, and six other enchanting locales, experiencing a tapestry of art, architecture, and cuisine. With accommodations, transport, and meals taken care of, you’ll enjoy a worry-free exploration of Italy’s northern and southern gems. The standout feature of this tour is its blend of iconic cities and picturesque regions, providing a complete Italian sightseeing experience without the stress.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Naples, S

Rome, Venice, Perugia, Naples, Siena, Florence, Genoa, Milan, Verona

Duration14 days

From

USD 2,292

USD 2,223

Saving

USD 69

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Super Sales

Rome, Tuscany, Côte d Azur, Provence and Spain

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Best price guaranteed

From Rome’s ancient wonders to Madrid’s bustling plazas, the 'Rome, Tuscany, Côte d’Azur, Provence and Spain' trip spans 13 days of easy-paced exploration. This guided group walking tour is well-suited for senior travelers, featuring included accommodation, transport, and meals. Traverse Italy and Spain, discovering Tuscany’s rolling hills, the glamour of the Côte d’Azur, and the passion of Spain’s capital. The trip’s standout feature is its seamless blending of Italian and Spanish culture, offering a comprehensive, comfortable journey through Southern Europe’s most enchanting regions.

Walking tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Madrid, Barcelona, Siena

Rome, Madrid, Barcelona, Siena, Florence, Cote D'Azur, Marseille

Duration13 days

From

USD 1,960

USD 1,901

Saving

USD 59

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All Siena Tours and Trips

Page 3 of 38 Trips in Siena with 294 Reviews

Page 3 of 38 Trips in Siena with 294 Reviews

Tutta Italia To Sicily by Plane And Aeolian Islands

Tutta Italia With Beautiful Campania and Sicily

Golden Italy

Rome, Tuscany, Côte d Azur, Provence and Barcelona

Italian Roundabout Complete End Rome

A Taste of Tuscany - Hilltop Towns and Vineyards

Italian Roundabout Complete End Venice

Tutta Italia and Sicily with Aeolian Islands

Golden Italy and Beautiful Campania

Rome, Tuscany, Côte d Azur, Provence and Spain

Europe

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Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Siena Tours and Trips

Page 3 of 38 Trips in Siena with 294 Reviews

Page 3 of 38 Trips in Siena with 294 Reviews