This trip is filling up for 2024! Check out our Sicily & the Aeolian Islands Walking & Hiking Tour with new dates just added.

Sicily Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

From $5,999 - $7,049 /person

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

This trip is filling up for 2024! Check out our Sicily & the Aeolian Islands Walking & Hiking Tour with new dates just added.

Sicily Walking & Hiking Tour

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

6 days

5 nights

Activity Levels 1-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

2024: Jun, Sep-Oct 2025: Apr-Jun, Aug-Oct

From $5,999 - $7,049 /person

Italian Enchantments from Palermo to Mount Etna

"Fertile the isle," said Shakespeare of Sicily. And how true those words ring. Warmed by the Mediterranean sun, salted by the sea air and nurtured by the rich volcanic soil of legendary Mount Etna, Sicily's natural treasures flourish. They're in the landscape, the food and the wine. They've shaped the history, the art and the architecture. And they're the pride of the island's warm and passionate people. The Bard said it best in Winter's Tale, but Sicily dazzles year-round.

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Highlights

  • Voyage from authentic Sicilian fishing towns to dramatic Mount Etna, discovering the island's captivating history
  • Hike trails through Sicily's varied terrain—lush vineyards, alpine forests, coastal cliffs and ancient black lava fields
  • Enrich your Italian journey with wine tastings, incomparable cuisine and leisure time at palatial Mediterranean hotels
  • Activate all of your senses as you take in the sights, sounds and flavors of splendid Taormina and vibrant Cefalù
Italy Sicily Walking & Hiking Tour map

Italy

Start Palermo

End Catania

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Days 1-2

Description

Start your hiking journey walking postcard-perfect paths in the coastline-hugging medieval village of Cefalù • Wander mazelike walkways between sunlit buildings artfully adorned with greenery • Hike mountain trails on La Rocca for sensational views • Take a dip in the Tyrrhenian Sea from our hotel's private dock • Follow a trail from the charming hamlet of Castelbuono, known for its grand Arab-Norman castle • Immerse yourself in this slow-food paradise—dine on fresh-caught seafood and taste the island’s prized and peppery Nero d’Avola wine.

Accommodations
Le Calette

(2 nights)

Nights 1-2

Le Calette
Cefalù
Premiere Hotel

An exquisite bougainvillea-laced coastal retreat featuring private beaches, tranquil gardens and elegantly minimalist rooms with Sicilian flair. (pool)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Day 3

Description

Catch your first glimpse of imposing Mount Etna, celebrated in literature from Homer to Goethe • Hike into the Alcantara River gorge, whose rich volcanic soil produces lush olive groves, hazelnut orchards and vineyards • At our Sicilian hideaway, unwind on your secluded terrace.

Accommodations
Villa Neri

(1 night)

Night 3

Villa Neri
Linguaglossa
Premiere Hotel

Chic and modern but with a traditional sensibility, this boutique resort overlooks Sicily's picturesque vineyards, olive groves and oak forests. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Days 4-6

Description

An unforgettable panorama is revealed as you hike Etna’s northern slopes from Piano Provenzana • Greco-Roman history, incredible cuisine and luxury accommodations await in hilltop Taormina, known as the Pearl of Sicily • Take in Sicily’s breathtaking landscape from Castelmola, a quiet medieval town nestled among the mountaintops • Climb up to the remains of a historic castle for 360-degree views stretching across the water • Follow trails among marbled cliffs and green Mediterranean vegetation on Monte Venere • The sense of history is almost palpable on a visit to Taormina’s ancient Greek theater • Raise a glass to an extraordinary week before a decadent Sicilian dinner by the sea.

Accommodations

Nights 4-5

Mazzarò Sea Palace
Taormina
Premiere Hotel

This seaside retreat features contemporary rooms with private terraces and a private beach. Leading Hotels of the World property. (pool, spa)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $5,999 - $7,049 /person

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Hotels

World-Class Hotels

Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Nights 1-2

Le Calette
Cefalù

Premiere Hotel

An exquisite bougainvillea-laced coastal retreat featuring private beaches, tranquil gardens and elegantly minimalist rooms with Sicilian flair. (pool)

Night 3

Villa Neri
Linguaglossa

Premiere Hotel

Chic and modern but with a traditional sensibility, this boutique resort overlooks Sicily's picturesque vineyards, olive groves and oak forests. (pool, spa)

Nights 4-5

Mazzarò Sea Palace
Taormina

Premiere Hotel

This seaside retreat features contemporary rooms with private terraces and a private beach. Leading Hotels of the World property. (pool, spa)

From $5,999 - $7,049 /person

View Dates
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From $5,999 - $7,049 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

Your guest & room selections

1 adult

1 room, 1 bed

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Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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From $5,999 - $7,049 /person

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