Featured image: Live la dolce vita on one of these trips to Italy for women | Photo by RossHelen on Envato

Join Women’s Travel Directory partners in Italy to eat, drink, and live la dolce vita

by JourneyWoman Staff

Italy calls! Sun-kissed coastlines, timeless villages, rich traditions, and food that feeds the soul. Whether you dream of sailing through Sicily, journaling in Orvieto, or sipping limoncello on the Amalfi Coast, we’ve curated seven of our favourite women’s trips to Italy, hosted by our partners on the Women’s Travel Directory.

With solo-friendly options, local expertise, and a focus on connection, these experiences are designed to nourish your curiosity, creativity, and appetite for adventure—la dolce vita style.

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6 Trips to Italy for women

1. Cheeky Sailing: Women-Only Sicily with Stellavision Travel

July 14 – 21, 2025

Set sail with Stellavision Travel and the Cheeky Chef, Linda Sarris, for a women-only adventure through Sicily’s breathtaking Aeolian Islands in 2025.

Stellavision Travel, founded by Zoe Shapiro, is a boutique travel company that specializes in taking the stress out of planning solo travel.

On this week-long adventure, enjoy sailing in the Mediterranean, private-chef meals and Michelin-star culinary experiences. With stops at five volcanic islands, daily swims, wine tastings, and vibrant village strolls, it’s the perfect mix of sun, sea, and Sicilian flavour.

Learn more about Cheeky Sailing: Women-Only Sicily here.

2. Art, Explore & Experience with Gwen Lafleur & Adventures In Italy

September 21 – 27, 2025

Mixed-media artist Gwen Lafleur leads Art, Explore & Experience in Orvieto, Italy, where, along with exploring the streets of Orvieto and sampling local culinary delights, guests will create a one-of-a-kind travel journal inspired by their journey.

“It’s often intimidating to travel solo, but because Adventures in Italy’s tours have an artistic focus, guests know they already have a common interest,” explains Adventures in Italy owner Michelle Logue.

Learn more about Art, Explore & Experience with Gwen Lafleur here.

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3. Sicily in Depth with Insight Vacations

This tour has multiple departures

Explore every corner of Sicily on this 7-day guided tour, from the echoing grottoes of Syracuse to the seaside charm of Cefalù and the dramatic heights of Taormina’s Greek theatre with views of Mount Etna. With expert local guides, you’ll uncover the island’s rich history, architecture, and coastal beauty in a small or classic group setting.

“Whether you’re embarking on your first solo adventure or are a seasoned explorer, Insight Vacations enables women to follow their curiosity with confidence while broadening both their perspective and palate,” explains Melissa DaSilva, President of Insight Vacations, of the brand’s commitment to helping solo women travellers travel with confidence.

Exclusive discount: JourneyWoman readers can save $150 USD or CAD on any departure of their choice. Use the code ATVLJOURNEY150** when booking!

Learn more about Sicily in Depth here.

4. Italy: The Amalfi Coast & Islands

May 20 – 26, 2025 (This tour has multiple departures)

Bold Spirit’s Regina Winkle-Bryan invites you to join them on a seven-day, women-only adventure along Italy’s Amalfi Coast and Islands, where you’ll explore historic sites, swim in turquoise waters, and indulge in Italy’s finest food, wine, and wellness. From Naples to Ischia, enjoy curated experiences like pizza-making, spa visits, and coastal village strolls—all while forging meaningful connections with like-minded women.

Regina’s journeys and workshops center around creating community: “Being bold is easier when you have other strong women to support your aspirations, whether they’re travel-related or not. On our trips, you will see the world, learn something new, and make a friend or three along the way!”

Learn more about Italy: The Amalfi Coast & Islands here.

5. Flavours of the Amalfi Coast with Women Travel Abroad

September 14 – 21, 2025

Savour eight unforgettable days on Italy’s Amalfi Coast with Women Travel Abroad, blending hands-on culinary experiences with coastal beauty. From Naples to the boutique charm of Maiori and the glamour of Capri, enjoy cooking classes, private boat tours, and authentic local flavours, including pizza, pasta, and limoncello, while soaking up the region’s sun-drenched splendour.

Exclusive to JourneyWoman: Get $250 off your first Women Travel Abroad trip when you mention “JW250” on your registration form.

Learn more about Flavours of the Amalfi Coast here.

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6. Puglia’s Hidden Gems, Italy

October 8 – 15, 2025

Discover the sun-soaked charm of Puglia on this 8-day solo-friendly journey with Solos Holidays. From coastal cliffs and trulli-dotted villages to historic cities like Bari, Matera, and Lecce, you’ll explore Italy’s scenic southeast at a relaxed pace, with gentle walks, cultural excursions, and plenty of time to unwind over local cuisine and warm hospitality.

Solos Holidays have been specializing in small-group tours for solo travellers for over 40 years, and they guarantee a private room on every tour, with no single supplement. While their tours are gender-inclusive, at least 60% of their guests are women, and they are launching women-only tours soon!

Learn more about Puglia’s Hidden Gems here.

Search all Italy trips for women on the Women’s Travel Directory here.

**Book a trip of 7+ days and get $150 off. The booking total must be greater than $2500. Must pay a $200 deposit, and this offer applies to new bookings only; not applicable to previous bookings. Not combinable with select promotions or travel agent bookings. Restrictions apply. CST #2068745-20, R5001587.

About the JourneyWoman Women’s Travel Directory

JourneyWoman, the world’s first resource for solo women travellers established in 1994, hosts the JourneyWoman Women’s Travel Directory as a free service to help women plan safe, women-friendly solo travel, while supporting women-owned and small tourism businesses around the world. The Directory includes hundreds of curated and vetted multi-day tours, retreats, small ships and train experiences, as well as a concierge service to connect women with travel advisors, coaches and guides. Featured categories include adventure travel, wellness, hiking and walking, special interest trips, as well as accessible, LGBTQ+ and Indigenous tours. Within the Directory, there is a ‘Places to Stay’ resource where women can find and share safe, affordable women-friendly hotels, hostels and other accommodation options. JourneyWoman vets each business and provides a “JourneyWoman Verified,” badge to those that meet certain criteria.

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