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      Destinations > Italy & its Islands

Italy & its Islands

Italy & its Islands
  • enchanting landscapes which have inspired artists for centuries
  • hotels of character offering delicious regional cuisine
  • walking, cycling, snow holidays, short breaks, journeys and family holidays

 

The regions of Italy are astonishingly varied, each with its distinctive culture and gastronomy. Throughout the country, you meet friendly and open people, particularly in areas such as the Apennines, and the Madonie Mountains in Sicily, where foreign visitors are still rare. The scenery, too, ranges from the majestic Dolomites, surely the most beautiful of all the mountains in the Alps, to the dramatic fusion of mountain and sea on the Ligurian and Amalfi Coasts, and from the rolling, vine-clad hills of Piedmont to the glittering waters of lakes such as Garda, Maggiore, Iseo and Orta, set like jewels amid green landscapes. Wherever you go, history and great art are always close, from Greek ruins in Basilicata in the south, to the Baroque towns of Puglia or the ancient ‘route of the gods’ across Tuscany

Just as inviting as the landscapes themselves are the ways in which you can enjoy them: as well as offering walking, cycling, snow and family activity holidays, we also offer short breaks and journeys for more leisurely exploration of this captivating land.

 
   
1 - 30 of 75 Holidays
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  • The Hill-Top Towns of Tuscany
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    Walking holiday in Italy

    The Hill-Top Towns of Tuscany

    The joy of this holiday is to feel the timelessness of the Tuscan countryside, and to discover scenery immortalised in the works of great artists.
    Read more >
    7 nights, from £795pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 1-2
    Hotel-to-hotel walking
  • Piedmont's Hills & Vineyards
    13 Apr-29 Jun & 18 Aug-31 Oct 2019
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    Walking holiday in Italy

    Piedmont's Hills & Vineyards

    Inviting trails lead through Piedmont's vineyards and timeless medieval villages promising fine wines, excellent cuisine and charming hotels.
    Read more >
    7 nights, from £985pp
    (excluding flights)
    13 Apr-29 Jun &
    18 Aug-31 Oct 2019
    Grade: 1-2
    Hotel-to-hotel walking
  • Strolling through Tuscany
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    Walking holiday in Italy

    Strolling through Tuscany

    Visit the magnificent hill-top town of San Gimignano and the fortified hamlet of Monteriggioni before walking on to beautiful Siena.
    Read more >
    4 nights, from £540pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 1-2
    Hotel-to-hotel walking
  • The Sorrento Peninsula
    31 Mar-30 Jun & 1 Sep-31 Oct 2018
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    Walking holiday in Italy

    The Sorrento Peninsula

    From picturesque Positano around the beautiful cape to stylish Sorrento and exquisite Capri - this is delightful walk along the coast of Campania.
    Read more >
    7 nights, from £1075pp
    (excluding flights)
    31 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Hotel-to-hotel walking
  • Through the Mugello Hills to Florence
    31 Mar-14 Jul & 25 Aug-31 Oct 2018
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    This leisurely walk meanders through the vineyards and olive groves of the rolling Mugello Hills to historic Florence.
    Read more >
    4 nights, from £560pp
    (excluding flights)
    31 Mar-14 Jul &
    25 Aug-31 Oct 2018
    Grade: 1-2
    Hotel-to-hotel walking
  • Etruscan Hills to the Sea
    31 Mar-30 Jun & 1 Sep-31 Oct 2018
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    Etruscan Hills to the Sea

    Featuring high-quality accommodation, this gentle holiday reveals the lesser-known side of Tuscany and its Etruscan past as you journey towards the sea.
    Read more >
    7 nights, from £975pp
    (excluding flights)
    31 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Hotel-to-hotel walking
  • Medieval Mantova to Romantic Verona
    31 Mar-30 Jun & 1 Sep-31 Oct 2018
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    Cycling holiday in Italy

    Medieval Mantova to Romantic Verona

    Easy-going cycle routes alongside rivers and lakes take you on a journey from Lombardy into the Veneto, ending at Verona’s Roman amphitheatre.
    Read more >
    6 nights, from £845pp
    (excluding flights)
    31 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • Apples & Vines
    14 Apr-31 Jul & 18 Aug-27 Oct 2018
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    Cycling holiday in Italy

    Apples & Vines

    Staying in the historic towns of Bolzano and Trento, cycle through the vineyards and orchards coating the valley floors beneath high peaks.
    Read more >
    4 nights, from £715pp
    (excluding flights)
    14 Apr-31 Jul &
    18 Aug-27 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • The Quiet Side of Tuscany
    31 Mar-16 Jun & 1 Sep-31 Oct 2018
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    Cycling holiday in Italy

    The Quiet Side of Tuscany

    Tranquillity reigns in this little-known corner of Tuscany, whose wide-open countryside is full of history and edged by long, sandy beaches.
    Read more >
    7 nights, from £1035pp
    (excluding flights)
    31 Mar-16 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • Pedalling through Puglia
    1 Apr-30 Jun & 1 Sep-31 Oct 2018
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    Cycling holiday in Italy

    Pedalling through Puglia

    Discover the unspoiled landscapes of one of Italy's lesser known and more traditional regions.
    Read more >
    8 nights, from £1285pp
    (excluding flights)
    1 Apr-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • Orchards & Vineyards
    28 Apr-31 Jul & 18 Aug-16 Oct 2018
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    Cycling holiday in Italy

    Orchards & Vineyards

    Discover South Tyrol's dramatic and beautiful valleys, rich in culture, wines and gastronomy.
    Read more >
    7 nights, from £1195pp
    (excluding flights)
    28 Apr-31 Jul &
    18 Aug-16 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • Pedalling through Puglia to Alberobello
    1 Apr-30 Jun & 1 Sep-31 Oct 2018
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    Enjoy rewarding routes through distinctly southern landscapes, with the chance at the end to explore the unique trulli of Alberobello.
    Read more >
    10 nights, from £1585pp
    (excluding flights)
    1 Apr-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • Islands, Lighthouses & Memories
    24 Mar-30 Jun & 1 Sep-31 Oct 2018
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    Cycling holiday in Italy

    Islands, Lighthouses & Memories

    The idyllic islands of San Pietro and Sant’Antioco off southern Sardinia make ideal locations for a leisurely exploration on two wheels.
    Read more >
    7 nights, from £1155pp
    (excluding flights)
    24 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 1-2
    Electric bikes available
    Hotel-to-hotel cycling
  • The Cinque Terre
    1 Apr-14 Jul & 25 Aug-20 Oct 2018
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    Walking holiday in Italy

    The Cinque Terre

    Visit all five of the Cinque Terre villages, as well as romantic Portovenere, and admire the drama of the green slopes rising from the sparkling waves.
    Read more >
    4 nights, from £595pp
    (excluding flights)
    1 Apr-14 Jul &
    25 Aug-20 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Along the Ligurian Coast
    31 Mar-14 Jul & 25 Aug-20 Oct 2018
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    Along the Ligurian Coast

    Follow the spectacular coastline with far-reaching views over the timeless Cinque Terre villages and wooded slopes that tumble down to the sea.
    Read more >
    7 nights, from £865pp
    (excluding flights)
    31 Mar-14 Jul &
    25 Aug-20 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Lake Iseo - Jewel of Lombardy
    13 Apr-30 Jun & 1 Sep-15 Oct 2018
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    Walking holiday in Italy

    Lake Iseo - Jewel of Lombardy

    The lakes of Lombardy make up one of the prettiest regions of northern Italy and Lake Iseo is indisputedly the jewel in the crown.
    Read more >
    4 nights, from £715pp
    (excluding flights)
    13 Apr-30 Jun &
    1 Sep-15 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Secret Lake Iseo
    13 Apr-30 Jun & 1 Sep-17 Oct 2018
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    Walking holiday in Italy

    Secret Lake Iseo

    This idyllic lake promises 4-star hotels (all with a pool) and outstanding cuisine, making for a very indulgent walking holiday.
    Read more >
    6 nights, from £895pp
    (excluding flights)
    13 Apr-30 Jun &
    1 Sep-17 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Florence to Siena
    31 Mar-30 Jun & 26 Aug-31 Oct 2018
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    Walking holiday in Italy

    Florence to Siena

    This highly rewarding walk through classic Chianti countryside links two of Italy's great Renaissance cities, fabulous Florence and spectacular Siena.
    Read more >
    8 nights, from £1195pp
    (excluding flights)
    31 Mar-30 Jun &
    26 Aug-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Olive Groves, Vineyards & Abbeys
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    Walking holiday in Italy

    Olive Groves, Vineyards & Abbeys

    Umbria holds many surprises, from its varied, green landscapes to its wealth of Romanesque churches and abbeys.
    Read more >
    7 nights, from £790pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Positano & the Punta Campanella
    31 Mar-30 Jun & 1 Sep-31 Oct 2018
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    Walking holiday in Italy

    Positano & the Punta Campanella

    Get a flavour of the UNESCO-protected Amalfi Coast, enjoying far-reaching views as you walk from colourful Positano to Marina del Cantone.
    Read more >
    4 nights, from £850pp
    (excluding flights)
    31 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Genoa & the Portofino Peninsula
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    Walking holiday in Italy

    Genoa & the Portofino Peninsula

    This is a discovery of the historic port of Genoa and the timeless landscapes of the Portofino Peninsula on the Ligurian Riviera.
    Read more >
    4 nights, from £395pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Centred walking
  • Lake Orta to Lake Maggiore
    31 Mar-31 Jul & 18 Aug-20 Oct 2018
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    Lake Orta to Lake Maggiore

    Combine panoramic walks above these beautiful lakes with visits to glorious gardens and a journey on the remarkable Centovalli Railway.
    Read more >
    7 nights, from £895pp
    (excluding flights)
    31 Mar-31 Jul &
    18 Aug-20 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Golden Dunes of the Costa Verde
    15 Mar-16 Jun & 1 Sep-30 Sep 2018
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    Golden Dunes of the Costa Verde

    Sardinia’s landscapes surprise with their variety, from dramatic mountains to spectacular coastal dunes.
    Read more >
    7 nights, from £880pp
    (excluding flights)
    15 Mar-16 Jun &
    1 Sep-30 Sep 2018
    Grade: 2
    Hotel-to-hotel walking
  • The Mountains of Sicily
    14 Apr-30 Jun & 25 Aug-31 Oct 2018
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    The Mountains of Sicily

    Walking from the heart of the tranquil Madonie Mountains, you are rewarded with increasingly astounding views as you approach the coast.
    Read more >
    7 nights, from £865pp
    (excluding flights)
    14 Apr-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • The Amalfi Coast Discovery
    29 Mar-30 Jun & 1 Sep-31 Oct 2018
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    The Amalfi Coast Discovery

    Enjoy an inspiring walk that features exquisite Ravello and other colourful towns, sections of the 'path of the gods' and elegant Sorrento.
    Read more >
    12 nights, from £1845pp
    (excluding flights)
    29 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • The Amalfi Coast & Villages
    29 Mar-30 Jun & 1 Sep-31 Oct 2018
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    The Amalfi Coast & Villages

    This is quite simply the most beautiful stretch of inhabited coastline in Europe with idyllic towns of colourful buildings tumbling down to the sea.
    Read more >
    7 nights, from £1185pp
    (excluding flights)
    29 Mar-30 Jun &
    1 Sep-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • A Stroll through History
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    A Stroll through History

    In Umbria and secret southern Tuscany, history waits round every corner as you cross scenery of rolling hills, volcanoes and lakes.
    Read more >
    7 nights, from £975pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • The Essence of Tuscany
    31 Mar-30 Jun & 25 Aug-31 Oct 2018
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    Walking holiday in Italy

    The Essence of Tuscany

    Inviting paths wind across rolling hills of vineyards and cypress trees, through the Val d'Orcia, to the Renaissance city of Pienza.
    Read more >
    7 nights, from £840pp
    (excluding flights)
    31 Mar-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Hotel-to-hotel walking
  • Tuscany on Two Wheels
    19 Apr-30 Jun & 25 Aug-31 Oct 2018
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    Cycling holiday in Italy

    Tuscany on Two Wheels

    Through rolling hills, olive groves and vineyards, you follow quiet lanes across classic Tuscan landscapes, with time to explore alluring Siena.
    Read more >
    7 nights, from £948pp
    (excluding flights)
    19 Apr-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Electric bikes available
    Hotel-to-hotel cycling
  • Sassi & Trulli
    1 Apr-30 Jun & 25 Aug-31 Oct 2018
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    Cycling holiday in Italy

    Sassi & Trulli

    Staying in truly remarkable accommodation, discover the unique cave dwellings, rock churches and conical stone houses of this corner of southern Italy.
    Read more >
    4 nights, from £665pp
    (excluding flights)
    1 Apr-30 Jun &
    25 Aug-31 Oct 2018
    Grade: 2
    Electric bikes available
    Hotel-to-hotel cycling
1 - 30 of 75 Holidays
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