14 Day Italy Yachting – Sicily – Luxury Travel Hackers

$1999 / Per Person

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14 Day Italy Yachting – Sicily

14 Days

Italy - Yachting

Trip Summary

Sailing Italy treats adventurers to a delightful fusion of picturesque coastal towns, mouthwatering cuisine, and historical treasures, making it a sailor’s dream destination in the Mediterranean. Our itineraries are just a suggestion and you will discuss with your captain upon arrival.

DAY 1

Day 1 :

Depart from Palermo and sail to Mondello, a beautiful beach town just outside the city. Anchor in the bay and enjoy the stunning views of the Mediterranean Sea. Take a stroll through the town's historic center, and enjoy a traditional Sicilian meal at one of the local restaurants.

DAY 2

Day 2 :

Sail to San Vito Lo Capo, a picturesque fishing village on the northwestern coast of Sicily. Anchor in the bay and relax on the beautiful beaches or enjoy the town's many shops and restaurants. Take a walk to the top of the nearby mountain for panoramic views of the surrounding area.

DAY 3

Day 3 :

Sail to Trapani, a historic town on the western coast of Sicily. Visit the town's many churches and historic monuments, including the Cathedral of San Lorenzo and the Palace of the Senator. Enjoy the town's many restaurants, bars, and shops.

DAY 4

Day 4 :

Sail to Favignana, the largest of the Egadi Islands. Anchor in the bay and enjoy the crystal clear waters and beautiful beaches. Visit the historic town and explore the island's many natural wonders, including the Cala Rossa and Cala Azzurra bays.

DAY 5

Day 5 :

Sail to Marettimo, the westernmost of the Egadi Islands. Anchor in the bay and enjoy the beautiful beaches and crystal clear waters. Take a walk to the top of the nearby mountain for stunning views of the surrounding area.

DAY 6

Day 6 :

Sail to Scopello, a charming fishing village on the northwestern coast of Sicily. Anchor in the bay and enjoy the stunning views of the Mediterranean Sea. Take a walk through the town's historic center and visit the Tonnara di Scopello, an ancient tuna fishery.

DAY 7

Day 7 :

Sail back to Palermo and enjoy the city's many attractions, including the Norman Palace and the Cathedral of Palermo. Anchor in the bay and enjoy a traditional Sicilian meal at one of the city's many restaurants.

DAY 8

Day 8 :

Depart from Palermo and sail to Cefalù, a charming fishing village on the northern coast of Sicily. Anchor in the bay and enjoy the beautiful beaches and crystal clear waters. Explore the historic town, visit the Norman Cathedral, and enjoy a traditional Sicilian meal at one of the local restaurants.

DAY 9

Day 9 :

Sail to the Aeolian Islands and anchor in Lipari, the largest island in the archipelago. Visit the historic town and see the Castle of Lipari and the Archaeological Museum. Relax on one of the island's many beaches, or go hiking and explore the stunning natural beauty of the island.

DAY 10

Day 10 :

Sail to Vulcano, an island known for its hot springs and mud baths. Anchor in the bay and enjoy a swim in the warm waters. Take a walk to the top of the island's volcano, or relax in one of the island's many spas.

DAY 11

Day 11 :

Start early in the morning and sail from Vulcano to Lipari, the largest island in the Aeolian archipelago. Anchor at Marina Lunga, the main harbor of Lipari, where you can enjoy a scenic view of the town and the castle. Explore the town of Lipari, which has a rich history and a vibrant cultural scene. Visit the archaeological museum, the cathedral, and the old town.

DAY 12

Day 12 :

Sail to Salina, another beautiful island in the Aeolian archipelago, known for its lush vegetation and fertile soil. Anchor at the charming harbor of Santa Marina, where you can find restaurants, bars, and shops. Take a walk around the town and visit the local food and wine shops. Salina is known for its capers, olives, and Malvasia wine.

DAY 13

Day 13 :

Sail to Cefalù, a picturesque town on the northern coast of Sicily, known for its beautiful sandy beach and the medieval old town. Anchor at the marina or find a quiet spot along the beach. Take a stroll around the old town, visit the cathedral, and climb up to the Rocca, a rocky promontory with a panoramic view of the town and the sea.

DAY 14

Day 14 :

Sail to Palermo, the capital city of Sicily, known for its rich history, cultural heritage, and vibrant street life. Anchor at the marina or find a mooring spot along the harbor. Explore the city and its many attractions, including the Cathedral, the Royal Palace, the Norman Palace, and the markets.

DAY 1

DAY 2

DAY 3

DAY 4

DAY 5

DAY 6

DAY 7

DAY 8

DAY 9

DAY 10

DAY 11

DAY 12

DAY 13

DAY 14

Day 1 :

Depart from Palermo and sail to Mondello, a beautiful beach town just outside the city. Anchor in the bay and enjoy the stunning views of the Mediterranean Sea. Take a stroll through the town's historic center, and enjoy a traditional Sicilian meal at one of the local restaurants.

Day 2 :

Sail to San Vito Lo Capo, a picturesque fishing village on the northwestern coast of Sicily. Anchor in the bay and relax on the beautiful beaches or enjoy the town's many shops and restaurants. Take a walk to the top of the nearby mountain for panoramic views of the surrounding area.

Day 3 :

Sail to Trapani, a historic town on the western coast of Sicily. Visit the town's many churches and historic monuments, including the Cathedral of San Lorenzo and the Palace of the Senator. Enjoy the town's many restaurants, bars, and shops.

Day 4 :

Sail to Favignana, the largest of the Egadi Islands. Anchor in the bay and enjoy the crystal clear waters and beautiful beaches. Visit the historic town and explore the island's many natural wonders, including the Cala Rossa and Cala Azzurra bays.

Day 5 :

Sail to Marettimo, the westernmost of the Egadi Islands. Anchor in the bay and enjoy the beautiful beaches and crystal clear waters. Take a walk to the top of the nearby mountain for stunning views of the surrounding area.

Day 6 :

Sail to Scopello, a charming fishing village on the northwestern coast of Sicily. Anchor in the bay and enjoy the stunning views of the Mediterranean Sea. Take a walk through the town's historic center and visit the Tonnara di Scopello, an ancient tuna fishery.

Day 7 :

Sail back to Palermo and enjoy the city's many attractions, including the Norman Palace and the Cathedral of Palermo. Anchor in the bay and enjoy a traditional Sicilian meal at one of the city's many restaurants.

Day 8 :

Depart from Palermo and sail to Cefalù, a charming fishing village on the northern coast of Sicily. Anchor in the bay and enjoy the beautiful beaches and crystal clear waters. Explore the historic town, visit the Norman Cathedral, and enjoy a traditional Sicilian meal at one of the local restaurants.

Day 9 :

Sail to the Aeolian Islands and anchor in Lipari, the largest island in the archipelago. Visit the historic town and see the Castle of Lipari and the Archaeological Museum. Relax on one of the island's many beaches, or go hiking and explore the stunning natural beauty of the island.

Day 10 :

Sail to Vulcano, an island known for its hot springs and mud baths. Anchor in the bay and enjoy a swim in the warm waters. Take a walk to the top of the island's volcano, or relax in one of the island's many spas.

Day 11 :

Start early in the morning and sail from Vulcano to Lipari, the largest island in the Aeolian archipelago. Anchor at Marina Lunga, the main harbor of Lipari, where you can enjoy a scenic view of the town and the castle. Explore the town of Lipari, which has a rich history and a vibrant cultural scene. Visit the archaeological museum, the cathedral, and the old town.

Day 12 :

Sail to Salina, another beautiful island in the Aeolian archipelago, known for its lush vegetation and fertile soil. Anchor at the charming harbor of Santa Marina, where you can find restaurants, bars, and shops. Take a walk around the town and visit the local food and wine shops. Salina is known for its capers, olives, and Malvasia wine.

Day 13 :

Sail to Cefalù, a picturesque town on the northern coast of Sicily, known for its beautiful sandy beach and the medieval old town. Anchor at the marina or find a quiet spot along the beach. Take a stroll around the old town, visit the cathedral, and climb up to the Rocca, a rocky promontory with a panoramic view of the town and the sea.

Day 14 :

Sail to Palermo, the capital city of Sicily, known for its rich history, cultural heritage, and vibrant street life. Anchor at the marina or find a mooring spot along the harbor. Explore the city and its many attractions, including the Cathedral, the Royal Palace, the Norman Palace, and the markets.

Q: Can you give me general pricing breakdown and information?

A: Here is a quick snapshot of the costs you should expect to pay. ----- Boats generally range from $4k-14k depending on the size and type ----- Skipper approx - $1.5k for the week ----- Chef/Hostess approx - $1.2k for the week ----- Half board meals(2 meals a day) approx $50 per day per person(we recommend this) ----- Fuel cost varies based on how much you choose to sail vs motor and how much you use the generator. Expect it to be about $200-$600 for the week for a monohull and about $500-$1,000 for the bigger catamarans ----- For parties that want just the boat and skipper you should expect to pay about $2k per person for parties of 4 or more and about $2.5-3k per person if you want the works.

Q: What time can we board the ship?

A: Generally it's a 4pm boarding time on the day your trip starts. We can request an early check-in and sometimes there is a charge for that. You'll most likely spend the night in the marina and leave the following morning early on your journey.

Q: What time do we depart the boat on our last day?

A: 9am and you will most likely arrive back in port the night before.

Q: Do we have to stick to the itinerary?

A: No, the itinerary is just a suggestion. You will discuss with your captain what you'd like to do and many times they know a lot more hidden gems. You're welcome to stay as little or as long at any stop.

Q: How do we book activities?

A: We can always help you with that. We found most of the time we liked to be flexible and not stick to a hard schedule so much of the time travelers figure out what they want to do when they get there.

Q: Can we scuba dive off the boat?

A: This varies from vendor to vendor but most of the time it's not a great idea. It's best to plan ahead and go with an instructor on the island.

Q: We have pre and post travel we want to book. Can you help with that?

A: Yes, reach out directly to us and we can handle the rest of your journey, including flights.

Q: How do we get to and from the boat?

A: Most of the time your transfer are included(see what's included) and we will need your flight or hotel information.

Q: How does food work?

A: If you add a chef and meals to your itinerary the chef will prepare them for you. There are two choices, half board(2 meals a day) and full board(3 meals). We suggest half board as you will most likely eat at least one meal on the island.

Q: Are tips included?

A: No, feel free to tip as you feel is deserved.

Q: How does the fuel cost work?

A: It depends on use. Think of it like a car rental. You fill as needed. Depending on the size of the boat will depend how much it burns, but sailboats generally don't use much. You should estimate an extra $100-$150 USD per person per week.

Browse Boats

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Oceanis 48 - 5 cab.

Mars Planet

Sicily, Portorosa, Sicily

Berths Cabin : 10
Berths Crew : 0
Berths Salon : 2
Berths Total : 12
Build Year : 2015
Cabins : 5

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Dufour 460 GL

Neptune Planet

Marsala, Sicily

Berths Cabin : 8
Berths Crew : 0
Berths Salon : 2
Berths Total : 10
Build Year : 2016
Cabins : 4

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Dufour 460 GL

Fun Planet

Marsala, Sicily

Berths Cabin : 8
Berths Crew : 0
Berths Salon : 2
Berths Total : 10
Build Year : 2017
Cabins : 4

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Sun Odyssey 519 - 5 + 1 cab.

Mercury Planet

Marsala, Sicily

Berths Cabin : 10
Berths Crew : 1
Berths Salon : 2
Berths Total : 13
Build Year : 2017
Cabins : 5

Yacht Detail

Dufour 360 GL

Happy Planet

Sicily, Portorosa, Sicily

Berths Cabin : 4
Berths Crew : 0
Berths Salon : 2
Berths Total : 6
Build Year : 2018
Cabins : 2

Yacht Detail

Dufour 460 GL

Pinacolada

Marina Poseidon, Milazzo, Sicily

Berths Cabin : 8
Berths Crew : 0
Berths Salon : 2
Berths Total : 10
Build Year : 2017
Cabins : 4

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14 Day Italy Yachting – Sicily