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  • Italy

    “Best of” Italy solo travel deals for solo travelers, singles holidays & vacation with friends

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  • Iconic Italy

    Connect with some of the world’s greatest cultural highlights on a two-week exploration of Italy. Get in touch with the ancient past alongside an archaeologist amid the ash-preserved ruins of Pompeii, marvel at Renaissance treasures in iconic Venice and enchanting Florence, and stop and smell the lemons in the quaint cliff-side villages of the Amalfi Coast. La dolce vita is sweet indeed.

    $ 4,009
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  • Sailing Italy to Croatia

    With so many peaceful coves, hidden inlets, and secluded beaches to visit in the northern Adriatic, this flexible 10-day sailing tour is the best way to discover the region’s hidden gems. Begin in Venice then visit the ancient basilicas and eclectic bars of Grado. Voyage through the Gulf of Trieste and hit Koper, Slovenia’s oldest and largest coastal city, before sailing along sun-soaked islands and tranquil beaches in the Kvarner Gulf. With the comfort of on-board conveniences and a time-efficient itinerary, this Italy-to-Croatia sailing tour balances moments of relaxation with opportunities to discover the unknown.

    $ 1,743
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  • Sailing Croatia to Italy

    Discover the sights, sounds, and seriously good seafood of the Adriatic Sea with a 10-day sailing tour that hops along under-the-radar coastal destinations. Explore the tranquil coves, beaches, and cliffs of Kvarner Gulf islands in the northern Adriatic then taste Croatian wine in historic Pula. Explore the Slovenian sister towns of Piran and Portorož before reaching the Italian coast and our final destination of Venice. With a flexible itinerary that’s tailored to the group’s interests, it’s an efficient and enthralling way to visit three Mediterranean countries in one incredible trip.

    $ 1,743
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  • Local Living Italy—Tuscany San Gimignano

    If you’ve ever wanted to forge a deeper bond with a destination, this is your chance. Centred in San Gimignano, this Local Living adventure places you in the heart of central Tuscany. You’re free to explore the town, visit vineyards, discover medieval highlights, or embrace your inner artist wandering the Tuscan countryside. If you’re looking for a deeper dive into Italian cities, there’ll be day trips to visit Siena and Florence. You’ll share the main accommodation with like-minded travellers and a CEO (Chief Experience Officer) there to point you in the right direction. Prepare to fall in love with Italy.

    $ 1,263
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  • Ultimate Italy

    From the villages of the Cinque Terre to Tuscany’s medieval splendour, this is an adventure for those looking to indulge in all of Italy’s delights. Walk through grand piazzas and winding lanes, stroll the canals of Venice, and float past villas on Lake Como. Marvel at the ancient grandeur of Rome and the Renaissance masterpieces of Florence. Your expert local CEO (Chief Experience Officer) will take care of the details so you can travel at a leisurely pace and appreciate the scenery, whether it’s sipping vino in Tuscany or sampling local delicacies within the walls of charming Montepulciano. Experience the best of Italy in this all-encompassing tour.

    $ 2,431
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  • Local Living Italy—Sorrento

    Get a taste for Italian life on this one-week trip to Sorrento, located just around the corner from the Amalfi Coast. Replete with gorgeous scenery and all the fantastic food and drink you’d expect, you’ll unwind on an organic lemon farm and learn how the famous limoncello liquor is made. With a local family as your hosts, you’ll get an in-depth look at what life at an Italian agriturismo is like. Walk along the stunning coastline, visit the elite island of Capri, and enjoy a stop at Pompeii. Don’t be a tourist in Italy — live the dream.

    $ 1,451
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  • Local Living Italy—Amalfi Coast

    Charming hilltop towns, acres of lemon groves and vineyards, mile after mile of stunning cliffs kissed by cobalt-blue waters… its official name is the Amalfi Coast, but this magical land answers to “heaven.” On this trip, you’ll live like one of the region’s (incredibly lucky) locals, discovering the small towns, mountain trails, and local customs of this uniquely beautiful place. Explore the ruins of Pompeii in the morning, hike the coastline of the Med by afternoon, and tuck into bed at your converted 17th-century monastery home base at sundown. It’s paradise, found.

    $ 1,451
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  • Local Living Italy—Amalfi Coast Winter

    Get ready to live like a local on this off-season trip to the hilltop towns and vineyards of the Amalfi Coast. Explore the small towns and trails of this beautiful countryside while experiencing local customs and once-in-a-lifetime moments. Explore the ruins of Pompeii in the morning, hike the coastline of the Med by afternoon, and tuck into bed at your converted 17th-century monastery homebase at sundown. Since this trip takes place in the off season when it’s just a bit cooler out, there are fewer people around the Amalfi Coast—meaning you’ll have that much more paradise all to yourself.

    $ 1,185
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  • Ultimate Italy

    We’ve been visiting Italy for decades, but it’s fair to say we’ve never put together an adventure quite like this. From Rome this one glides through Renaissance Florence and the glitzy Riviera, with cooking classes and historical monuments galore along the way. Then onto Naples and Pompeii, for a feast of pizza and Roman history, before hitting up the incomparable Amalfi coast. After cruising around some dazzling isles and visiting some lemon groves, we’ll head back to Rome. But we’re not done yet – not even close. Sicily beckons, with its valleys of ancient archaeological wonders, volcanoes to cycle down, coastal towns to fall in love with and all of the heavenly carbs we can fit in. After a full week on this paradise island, we’ll be head-over-heels for absolutely everything Italian. It’s called Ultimate Italy for a reason…

    $ 3,402
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  • Simply Italy

    Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome’s historical highlights, travel through the streets of Michelangelo’s Florence, soak up some rays on the Amalfi Coast…and that’s just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That’s amore!

    $ 2,050
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  • Truffle Hunting in Italy

    What could be better than kicking back in a Roman villa, strolling through the woods and taking organic cooking classes? Answer: doing it all with a local guide and his adorable truffle-hunting dogs, as you walk winding trails and dig out some sumptuous truffles to prepare mouth watering Italian recipes with. Welcome to La Dolce Vita.

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  • Sardinia

    “Best of” Sardinia solo travel deals for solo travelers, singles holidays & vacation with friends

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