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Top Italy Sailing Trips & Packages In 2025/2026

Our 7 most popular Italy Sailing Trips & Packages trips. Compare tour itineraries from 12 tour companies. 1 reviews.

Popular Italy Sailing Trips & Packages Tours

See all 7 Italy Sailing Trips & Packages trips

Amalfi Coast Sailing Adventure

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Amalfi Coast Sailing Adventure

By Intrepid Travel

premier

4.5/5

Small Ship Cruise

26% OFF$4,197

8 days From$3,109

Highlights

Start and end your trip away from the hustle and bustle of mainstream tourism in the pastel bay of Procida Island. This hidden gem exudes relaxation and is the perfect spot to explore on foot or find a café to sit and people-watch.
Fresh honey, olives, rabbit stew, snails and sea urchins are just some of the local delicacies offered within Ischia (not to mention local wine and Limoncello)!
Calling all history buffs! Buried in ashes, you’ll visit the Roman city of Pompeii and take a peak inside the steaming crater of Mt Vesuvius – the volcano that once destroyed it.
Explore the serene countryside, medieval architecture and glittering waters of the famed Amalfi Coast, passing through flourishing vineyards and olive groves.
Explore the caves of Capri’s Grotta Azzura (the Blue Grotto) and swim daily in the glittering waters of the Mediterranean. Then, spend every night falling asleep to the gentle rock of waves on board your group’s yacht.

26% OFF$4,197

8 days From$3,109

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Sardinia & Corsica Sailing Adventure

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Sardinia & Corsica Sailing Adventure

By Intrepid Travel

premier

4.5/5

Small Ship Cruise

26% OFF$3,447

8 days From$2,553

Highlights

Swim in the crystal-clear waters of the Tyrrhenian Sea and take the opportunity to go snorkelling among colourful fish and marine wildlife at each destination.
Explore the ancient citadel of fortified Bonifacio in Corsica, as well as the many medieval houses, chic bars, historic buildings and bustling Old Town.
Delight in the wildlife in beautiful Caprera, like the wild goats that roam freely. Look out for the varied birdlife on the island, too – declared a natural reserve for the seabirds that live here.
If you choose, cycle around the lively city of Maddalena, a town in the archipelago of the same name that boasts many cafes, bars, restaurants and shops perfect for exploring on foot or wheel.
Watch the sunset each night from a local, white-sanded beach or rise nice and early each morning to watch the sunrise on the deck of your group’s yacht – this setting couldn’t be more perfect for some rest and relaxation.

26% OFF$3,447

8 days From$2,553

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Let's Go Europe

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Let's Go Europe

By Interrailing Packages

Local Expert

Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.

4.8/5

Self-Guided / Independent Tour

26% OFF$7,144

61 days From$5,292

Highlights

Take a walk in Trafalgar Square and admire he fountains and the famous monuments, such as the four bronze lion statues and Nelson’s Column
Visit Eiffel Tower
Visit places with amazing architecture and take sightseeing to a completely new level in Barcelona.
Visit Ljubljana
Visit UNESCO World Heritage Site

26% OFF$7,144

61 days From$5,292

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Rome to Naples and Amalfi Coast Adventure

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Rome to Naples and Amalfi Coast Adventure

By Discovery Nomads

none

4.2/5

Private Guided

7 days From$1,890

Highlights

Rome orientation walk, see the Colosseum, the Roman Forum, Piazza Venezia, Trevi Fountain, Pantheon & Piazza Navona
Visit the ruins of Pompeii and see the main features of this ancient city
Hike to the crater of Mt. Vesuvius
Admire the coasts of the Sorrentine Peninsula and Capri from aboard a small boat
Explore the dramatic landscapes of the Amalfi Coast, visit picturesque towns and villages, such as Positano, Amalfi, and Ravello

7 days From$1,890

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Rome & the Amalfi Coast

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Rome & the Amalfi Coast

By Perillo Tours

none

4.8/5

Small Group Tour

9 days From$2,795

Highlights

Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more
Settle into Amalfi historic Hotel with charming first class overlooking the sea
Sail to island Carpi, PositanoPositano and Sorrento
Hike to charming mountain Ravello
visit the beautiful Villa Rufolo

9 days From$2,795

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Paris and Venice - Florence - Rome

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Paris and Venice - Florence - Rome

none

3.3/5

Vacation / Holiday Package

15 days From$919

Highlights

Paris(the romantic City of Lights, theEiffel Towerand The Louvre) will steal your breath before flying toVenice(with sumptuous palaces and dreamy waterways).
Take the train and observe the charming countryside en route toFlorence(Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata).
Rome(Italy`s treasure, ripe with history, quaint alleys and centuries of achievement in the arts).

15 days From$919

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Paris and Rome by Air

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Paris and Rome by Air

none

3.3/5

Vacation / Holiday Package

9 days From$739

Highlights

Explore theEiffel Tower, Champs Elysses and Roman Coliseum all on one vacation.
Be enlightened by Europe's historical background with masterpieces from more than two millennia of artistic achievement, and much more.

9 days From$739

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Small Group Italy Sailing Trips & Packages Tours

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Small Group Italy Sailing Trips & Packages Tours

Small Group Italy Sailing Trips & Packages Tours1 trips >

Rome & the Amalfi Coast

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Rome & the Amalfi Coast

By Perillo Tours

none

4.8/5 Excellent

Small Group Tour

9 days From$2,795

Highlights

Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more
Settle into Amalfi historic Hotel with charming first class overlooking the sea
Sail to island Carpi, PositanoPositano and Sorrento
Hike to charming mountain Ravello
visit the beautiful Villa Rufolo

9 days From$2,795

Trip dates & details

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Trip Reviews

J

Jess

Jul 2019

Written on

Rome & the Amalfi Coastby Perillo Tours

Not worth your money

My Mom and I had the opportunity to visit Italy this summer on the 9 day Rome and Amalfi Coast Tour. Italy is a beautiful country and everyone needs to see and exper...

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Top Italy Sailing Trips & Packages Travel Companies

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Italy Sailing Trips & Packages Tours FAQ

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