Italy Sailing Trips & Packages Tours & Trips

7 Italy Sailing Trips & Packages trips. Tours from 12 tour companies. 1 reviews.

7 Trips match your criteria (1 - 7 shown)

Amalfi Coast Sailing Adventure
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Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Amalfi Coast, Naples, Pompeii

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. 
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Sardinia & Corsica Sailing Adventure
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Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Porto

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.
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
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Let's Go Europe
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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.
Self-Guided / Independent Tour
Why we love them
Their bespoke itineraries using European interrail are unique to many other options for travelers.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

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
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Themes

Cultural, Family Friendly, High Adventure, Nature & Wildlife, Train & Rail Journeys, Sailing, Photography

What travelers are saying

"Los funcionarios de Interraling son excelentes personas y atienden las inquietudes a tiempo y con amabilidad. Nos ayudaron a organizar nuestras vacaciones familiares en Europa, de acuerdo a nuestras solicitudes, las cuales llenaron todas nuestras expectativas. Gracias a ustedes disfrutamos al máximo este viajes. Las salidas de los trenes fueron en el horario previsto y los hoteles buenos y bien ubicados."

Trip dates & details
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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Rome to Naples and Amalfi Coast Adventure
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Private Guided
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Flexible schedule

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

Themes

Cultural, Culinary & Wine, Sailing

What travelers are saying

"My Mother and I planned this trip for 11 months, we were celebrating our 40th & 60th birthday together. We arrived to Paris on Monday the 26th. I had requested 2 extra nights so we would have some time to adjust after traveling. The company decided to book a tour for us the second day after being asked not too. We arrived to our hotel in a disgusting part of Paris and quite a ways from the sights. Even our taxi driver (the one the company hired) told us this part of Paris was unsafe, especially for women and at night. It took 35mins to get from out hotel to the eiffel tower by car. Our room was so not great, it faced inside looking at a wall. That's considered 4 stars? The staff however was amazing and helpful. They even warned us to not be out at night as the area wasn't the most safe. I let the company know and they said that guarantee the area is safe and central to the sites. 80% of our hotels were not as advertised but the "or similar" ones. Had we gotten the one as shown on the advert, we would have been in a beautiful area, with lovely shops and restaurants. (We went by the hotels we should of had, and all had availability) Fun fact, we had been put right across from the train station, yet none of the transfers were out of this train station, but another 30min Uber ride to a different train station. I contacted customer service over 15 times on this trip about various issues and each time they ignored what was happening and used some lame excuse as why they couldn't help. For example; One tour in Beaune required that we make our way to a winery on a friday morning. We asked the front desk to help us when we couldn't get uber/bolt to work( heads up, they don't have that service there, except sometimes on sat/sun) they also do not have a taxi service available during the week. All 5 of the front desk staff, looked at us like we were crazy. They all tried so hard to find us a way out there besides walking 5miles to get there in 90° weather. They kept saying we're not sure why the tour company keeps saying there is a way out there by public transit, but there isn't. I called customer service.. they argued with me several times over the matter. They sent me info on taxi services that didn't exist there, bus schedules that were for children's bus routes for school and told us that walking was an option. Sadly, we missed the tour. I was shocked. I asked for a phone call from a manager.. I still have yet to receive one even after asking repeatedly. Another fun fact, Discovery Nomads books tours for you that have to paid when the tour is over, as with the walking tour of Paris they arranged for us. The guide himself was amazing, but the only way the guide makes money is by us giving him money at the end. Weird that a company who charges me for tours, made me pay for a tour on site. Not to mention, buyer beware, when it says you get to see the Louve, they mean look at it. You'll have to buy a ticket to go inside. As well as Versallies, where it says a day at Versallies, they mean a couple hours at best. We got there at 2, the tour was 2hrs. and it closes at 6pm. O no time to see the home and gardens. That's not even half a day. I let customer service know that too. They ignored me. We missed a train due to it being delayed and then cancelled. I tried to call customer service again for help, this time no answer. Unfamiliar with what to do, we rebooked a train and paid over 250 euros for it. I let the company know and their reply, it says the train wasn't cancelled so we can't help you. Yet here we were with about 12 other people who also had to rebook a train. Had we had help from the company at the time, we could have just switched our tickets to the next train. But alas, no help from them just excuses. Overall I spent more time trying to figure out how to get transport from A to B, emailing and calling them, spending over 800 euros in transport just to get to train stations and tours, and not to mention the awful train schedules they had us on. This trip was a complete nightmare. I wanted this trip to be amazing for my mother and I, and all we wanted to do was come home. I will never use this company again, and I will share this horror story with others as much as possible to warn them of using Discover Nomads."

Trip dates & details
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Rome & the Amalfi Coast
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Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

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
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Themes

Cultural, Nature & Wildlife, Sailing, National Parks

What travelers are saying

"On our trip to Amalfi coast, the bus was parked in a field for two days. The next day, we had an 8 hour bus trip to Sicily. The bus was not properly cleaned before and after it had been parked in the field. On the 8 hour trip to Sicily, there was an infestation of ants. We had tons of ants crawling on the seats, windows, and floor. My husband killed 10 ants on his body. I received bits on my ankles and wrists. The tour guide never said anything to any of the guests. When we confronted him, all he said was that he would have the bus cleaned the next day. These was horrible conditions to travel for 8 hours. I have written to Perillo seeking a refund for that day's service. Time will tell if Perillo will actually answer my evaluation. This situation rises to the occasion where customer service was extremely poor an unhealthy, and a partial refund should be granted. If Perillo stands behind customer service as its motto, then they should provide partial refunds for this day. If not, then this leads me to assume that Perillo is more concerned about overall profits than good customer service. Time will tell!"

Trip dates & details
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Paris and Venice - Florence - Rome
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Vacation / Holiday Package
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

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).

Themes

Cultural, Culinary & Wine, Family Friendly, Hiking & Walking, Train & Rail Journeys, Sailing, Small Ship Cruise

What travelers are saying

"We booked in February via TripMasters for a trip to Italy in June. Everything was confirmed in February, after our payment. However, in May, right before our trip, we were told that our hotel in Venice had become unavailable. This is from the email sent by TripMasters : "We were just informed that Sant`Antonin Hotel will not be able to honor our reservation that is why our vendor is offering the following alternative properties that is a free upgrade to 4 stars Hotel: 1st Option: Novotel Venezia Mestre Castellana - Upgrade to 4**** Via Alfredo Ceccherini 21, Mestre, VE, 30174, ITA Room type: Family Room, 1 Double Bed with Sofa bed Bedding type: 1 Double Bed and 1 Double Sofa Bed 2nd Option: Hotel Mercure Venezia Marghera - Upgrade to 4**** Via Malamocco 14, Mestre, VE, 30175, ITA Room type: Starndar, Multiple Beds 2 Twin Beds and 1 Double Sofa Bed Note that these rooms are not booked yet. We need your approval. Please let us know if you accept, or if you need further information do not hesitate to contact us." Neither hotel has the traditional style we were looking for, so we declined and scrambled to find among the much more limited inventory than when we booked our trip in February an acceptable alternative. It's only until we finished our trip and got to know the area better did we realize how far away the two alternative options TripMasters are from Venice (>1 hour each way to Venice via public transportation) and how much cheaper they are compared with our original choice (right in the center of Venice and has stellar reviews). We just felt lucky that we didn't take the bait and fell into their trap. Otherwise, our trip would have been ruined. It's quite blatant when they had the gut to mention this in their email: "a free upgrade to 4 stars Hotel" without disclosing the much different location of the two alternatives. We dislike being treated so dishonestly and will never use them again."

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Paris and Rome by Air
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Vacation / Holiday Package
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

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.

Themes

Cultural, Culinary & Wine, Family Friendly, Sailing

What travelers are saying

"We booked in February via TripMasters for a trip to Italy in June. Everything was confirmed in February, after our payment. However, in May, right before our trip, we were told that our hotel in Venice had become unavailable. This is from the email sent by TripMasters : "We were just informed that Sant`Antonin Hotel will not be able to honor our reservation that is why our vendor is offering the following alternative properties that is a free upgrade to 4 stars Hotel: 1st Option: Novotel Venezia Mestre Castellana - Upgrade to 4**** Via Alfredo Ceccherini 21, Mestre, VE, 30174, ITA Room type: Family Room, 1 Double Bed with Sofa bed Bedding type: 1 Double Bed and 1 Double Sofa Bed 2nd Option: Hotel Mercure Venezia Marghera - Upgrade to 4**** Via Malamocco 14, Mestre, VE, 30175, ITA Room type: Starndar, Multiple Beds 2 Twin Beds and 1 Double Sofa Bed Note that these rooms are not booked yet. We need your approval. Please let us know if you accept, or if you need further information do not hesitate to contact us." Neither hotel has the traditional style we were looking for, so we declined and scrambled to find among the much more limited inventory than when we booked our trip in February an acceptable alternative. It's only until we finished our trip and got to know the area better did we realize how far away the two alternative options TripMasters are from Venice (>1 hour each way to Venice via public transportation) and how much cheaper they are compared with our original choice (right in the center of Venice and has stellar reviews). We just felt lucky that we didn't take the bait and fell into their trap. Otherwise, our trip would have been ruined. It's quite blatant when they had the gut to mention this in their email: "a free upgrade to 4 stars Hotel" without disclosing the much different location of the two alternatives. We dislike being treated so dishonestly and will never use them again."

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Amalfi Coast Sailing Adventure
Save this trip to your favorites or other list
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Amalfi Coast, Naples, Pompeii

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. 
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More
Sardinia & Corsica Sailing Adventure
Save this trip to your favorites or other list
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Porto

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.
Show more

Themes

Sailing, Small Ship Cruise

What travelers are saying

"Michelle Middleton is an asset to the customer care team. Easy and honest communication throughout!"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

More

Italy Sailing Trips & Packages Reviews

J

Jess

Jul 2019

Written on

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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