Sicily Multi-Adventure Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (Black)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

5 nights, Luxury Hotels

Learn more about where you'll stay.

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Sicily Multi-Adventure Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

Tooltip Desktop

We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

5 nights, Luxury Hotels

Learn more about where you'll stay.

2026: Aug-Oct 2027: Apr-Jun, Sep-Oct

From $5,999 - $6,299/person

Catania to Mount Etna—Italy’s Legendary Isle

On this island of Greek gods and ancient empires, adventure comes naturally. Explore Sicily’s wild landscapes, trace its ruins and wander its towns. Everywhere you go, hospitality feels as enduring as the island’s legends.

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Bike
Hike/Walk
Kayak
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Highlights

  • Take a guided trek through the three ecological zones of Europe’s tallest active volcano, Mount Etna
  • Pedal ancient roads framed by sea views and olive trees to historic towns like Scicli and Ragusa
  • Grab a paddle for a kayak adventure along the rocky Ionian coastline south of Siracusa
  • Sip island wines and sample Sicilian cuisine shaped by local bounty and centuries of Arab, Greek and Spanish influence
  • Lounge on the beach, swim in the sea and wander lush gardens at our exceptional hotels
Italy Sicily Multi-Adventure Tour

Italy

Start/End Catania, Sicily

Airports & Travel details*

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

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Itinerary

Bird's eye shot of two guests cycling in Medit. wine country.

Days 1-2

Description

Kick off your Sicilian adventure with a bike ride through a valley of cherry, almond and citrus orchards • Pedal on quiet winding country roads in the Val di Noto • Discover the baroque towns of Scicli and Ragusa • Ancient cave dwellings, known as chiafura, dot Sciclilearn more about their historical significance on a guided walking tour • Unwind at our one-of-a-kind hotel, a lovingly restored castle with a fascinating history and its very own archaeological site.

Accommodations
Eremo della Giubiliana

(2 nights, Luxury Hotel)

Nights 1-2

Eremo della Giubiliana
Ragusa
Luxury Hotel

This elegant 900-year-old property, a former hermitage and fortress, sits amid orchards of almonds, figs and olives. (pool)  

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

People smiling down from outside a church in Sicily

Day 3

Description

Ride into the countryside along rolling hills, passing Greek ruins and small towns on the way to Siracusa • Marvel at archaeological treasures • Dip into the sea from our hotels private beach or lounge on the outdoor terrace • Explore Ortigia, Siracusa’s mesmerizing historic center, for dinner on your own.

Accommodations
Minareto

(1 night, Luxury Hotel)

Night 3

Minareto
Siracusa
Luxury Hotel

Perched on a promontory overlooking the Plemmirio Marine Nature Reserve near Ortigia, this welcoming resort offers sweeping sea views and access to two private beaches: one sandy, one rocky along with a swimming pool. Rooms are compact and reflect a more classic style. (pool)
 

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Taormina in Castelmola, Sicily

Days 4-6

Description

Kayak along the coast of Ognina • Gaze out onto an unforgettable panorama over the Ionian Sea from our hotel’s pool • Climb up the picturesque northern slopes of Mount Etna, Europe’s highest active volcano • Follow wooded trails and trek across black lava on the lower flanks of this dramatic peak • 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 delectable Sicilian dinner.

Accommodations
Donna Carmela Resort Lodges

(2 nights, Luxury Hotel)

Nights 4-5

Donna Carmela Resort Lodges
Carruba
Luxury Hotel

This boutique 19-century residence and eco-resort pays homage to Carmela Torrisi Faro and the Faro family who’ve received international acclaims for their commitment to enhancing Sicily’s horticultural heritage. Small Luxury Hotel of the World property. (pool)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

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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Straight Talk

We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.

From $5,999/person

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Dates & Prices

Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD. 

Unplugged

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

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!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $5,999/person

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