10 Best Naples Multiday Tours in May 2026

Halloween Super Sales

Premium Italy in Depth - May 2026

No booking fees

Best price guaranteed

This is your ticket to explore the best of Italy in just 15 days. From the ancient sites of Rome and visiting one of the Seven Wonders of the World – the Colosseum – to staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Polignano A Mare, Bari

Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome

Duration15 days

From

USD 11,785

USD 11,431

Saving

USD 354

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Halloween Super Sales

Premium Sicily and Puglia - May 2026

No booking fees

Best price guaranteed

Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Polignano A Mare, Nardò

Palermo, Polignano A Mare, Nardò, Matera, Naples, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 12,235

USD 11,868

Saving

USD 367

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Halloween Super Sales

Highlights of Calabria, Mount Etna & Sicily - May 2026

No booking fees

Best price guaranteed

See a lesser-known part of Italy on this 16-day adventure, all with a handy local leader by your side. From the fresh waters and fortifications of Tropea, all the way to the volcanoes of the Aeolian Islands, you’ll stray off Italy’s beaten path. Discover this less-visited part of the country before delving into the spectacular sights of bustling Sicily, the volcanic valleys of Mt. Etna, timeworn streets of Syracuse, the Baroque wonders of Ragusa and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of this European gem.

National parks

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Palermo

Amalfi Coast & Campania, Palermo, Minori, Amalfi, Catania, Syracuse, Agrigento, Marsala, Civita, Tropea, Reggio Calabria, Naples

Duration16 days

From

USD 5,570

USD 5,403

Saving

USD 167

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Halloween Super Sales

Premium Sicily and Italy in Depth - May 2026

No booking fees

Best price guaranteed

Traverse from top to toe of Italy's 'boot' and explore ancient ruins and iconic sites. Eat your weight in pasta and tuck into giant piazzas as you get lost in Venice and find yourself in the Tuscan countryside. This 24-day trip will take you to all the best spots and teach you all the most important parts of Italian culture – like how to roll pasta like the pros! Visit Mount Etna, as you drive up the northern flank of the volcano and take a walk through the spectacular Valle del Bove. Visit a family-run winery, learn about ancient Pompeii, visit Rome’s famous sites and write home about your three amazing Feature Stays – all with a local leader by your side.

AdventureSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Palermo, Bari, Nardò, Ma

Venice, Palermo, Bari, Nardò, Matera, Naples, Rome, San Gimignano, Florence, Marsala, Agrigento, Siracusa, Catania

Duration24 days

From

USD 18,805

USD 18,241

Saving

USD 564

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Halloween Super Sales

Walking The Amalfi Coast - Summer Edition - May 2026

4.5

(2 reviews )

No booking fees

Best price guaranteed

The trip was fabulous -beautiful places , lovely hotel and friendly warm staff , excellent food wine and our leader Veriano was so kind engaging fun and made the trip even more enjoyable and our group was fabulous. Would go back tomorrow! Highly recommend it!

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Bomeran

Amalfi Coast & Campania, Bomerano, Atrani, Sorrento, Mount Vesuvius, Conca Dei Marini, Naples, Amalfi

Duration8 days

From

USD 2,175

USD 2,110

Saving

USD 65

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Food And Walking On The Amalfi Coast, Small Group Tour - May 2026

18% OFF TODAY

Halloween Super Sales

Food And Walking On The Amalfi Coast, Small Group Tour - May 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable journey along the Amalfi Coast, where tradition, adventure, and technology converge in a single tour. Experience the flavours of Southern Italy as you dine on traditional Neapolitan pizza, enjoy creamy limoncello gelato, and feast on the freshest seafood from the Tyrrhenian Sea. Explore local markets, discover the art of pasta making, and indulge in wine tastings at scenic vineyards. Lace up your hiking boots for breathtaking adventures along rugged coastal paths, guided by experts through lemon groves, wildflower meadows, and nature reserves. Capture stunning vistas of the Gulf of Naples, Mount Vesuvius, and the Amalfi Coast, ensuring unforgettable memories. This tour offers a fusion of culinary delights and outdoor exploration, providing a well-rounded and captivating experience on the breathtaking Sorrento Coast. Join our eight-day small group tour of up to 16 people for an unforgettable experience.

Active and outdoorAdventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Naples, Agerola, Positano, Pompe

Naples, Agerola, Positano, Pompeii, Sorrento, Capri

18% OFF TODAY

Duration8 days

From

USD 2,066

USD 1,703

Saving

USD 363

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Halloween Super Sales

Beautiful of Puglia, Campania and Sicily - May 2026

No booking fees

Best price guaranteed

From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Bari, Brindisi, N

Rome, Palermo, Bari, Brindisi, Naples, Salerno, Taormina

Duration8 days

From

USD 1,464

USD 1,420

Saving

USD 44

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Halloween Super Sales

Complete Greece, Puglia, Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Delve into history on this 13-day cultural, religious, and historic tour from Athens to Palermo. Perfectly tailored for seniors, the easy pace ensures you can fully enjoy destinations like Salerno, Palermo, and Brindisi without rush. With all the essentials—accommodation, meals, and transport—included, the trip offers a worry-free exploration of Italy and Greece’s most important sites. The unique selling point is its focus on the cultural crossroads of the Mediterranean, making it a must for history enthusiasts.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Taormina, Kalab

Palermo, Athens, Taormina, Kalabaka, Nafplion, Patras, Brindisi, Naples, Salerno

Duration13 days

From

USD 2,800

USD 2,716

Saving

USD 84

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Halloween Super Sales

Athens, Peninsula and Sicily End Palermo - May 2026

No booking fees

Best price guaranteed

Begin in Athens and conclude in Palermo on this 10-day adventure through Greece and Italy, crafted for senior travelers. The itinerary takes you through Salerno, Naples, Taormina, and other top destinations, with an easy activity rating and all essentials—accommodation, transport, and meals—handled for you. The trip’s special highlight is its dual focus on Greek and Italian culture, allowing for enriching discoveries at a gentle pace.

AdventureWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Patras, Brindis

Palermo, Athens, Patras, Brindisi, Naples, Salerno, Taormina

Duration10 days

From

USD 2,107

USD 2,044

Saving

USD 63

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Halloween Super Sales

Rome, Sorrento and the Amalfi Coast - May 2026

4.4

(14 reviews )

No booking fees

Best price guaranteed

Accommodations were always very nice and the itinerary was amazing. Our Explore Leader, Manny, was the Best! She was so informative, set up special group meals where we could attend if we wanted to. She had amazing knowledge of everywhere we went and had such a great sense of humor. Our group was small and we all got along so well and much of this is attributed to Manny. Thank You! I look forward to traveling with your company again.

City sightseeingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Naples, Maiori

Rome, Sorrento, Naples, Maiori, Amalfi

Duration8 days

From

USD 2,830

USD 2,745

Saving

USD 85

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Halloween Super Sales

Venice to Rome by Rail + Sorrento and the Amalfi Coast - May 2026

(1 review )

No booking fees

Best price guaranteed

Traverse Italy by train, taking in the sights and delights of some of the country's most iconic cities. Stroll and sip a spritz alongside the canals of Venice, wander the food markets of Bologna, gaze out over the breathtaking beauty of Florence from Piazzale Michelangelo and people watch in the piazzas of Rome. Venice - Discover 'the Floating City\ and climb the San Giorgio Maggiore bell tower for a bird's-eye view of the canals. Pisa - Visit the historic city and marvel at the incredible leaning tower. Rome - Explore Italy's vibrant capital and see the ancient Colosseum and Roman Forum. Want to see more of Italy? - Continue your trip to Sorrento and the Amalfi Coast (Trip code: VRA).

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Venice, Sorrento, Maiori, Amalfi

Venice, Sorrento, Maiori, Amalfi, Bologna, Pisa, Rome, Naples

Duration14 days

From

USD 5,260

USD 5,102

Saving

USD 158

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Halloween Super Sales

Amalfi Coast Discovery - May 2026

No booking fees

Best price guaranteed

Soak up la dolce vita on this week-long holiday showcasing the cultural highlights of the Amalfi Coast. Blending ancient history, vibrant villages, stunning coastal walks and authentic cuisine, our itinerary ticks off Pompeii, Herculaneum, Capri, Sorrento, Amalfi, and Ravello - an unforgettable Italian experience. Traditional Amalfi villages - Beaches, alleyways, lemon groves and cliff-top views, each village reveals its own charm and story. Italian hospitality - Stay in a welcoming family-run hotel with home-style cooking and warm hospitality. Culture & history - Discover Pompeii, Herculaneum, medieval churches, and elegant villas for a journey through Italy's rich past.

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, Amalfi, Sorrento, Pompei

Naples, Amalfi, Sorrento, Pompeii, Maiori, Ravello

Duration8 days

From

USD 2,350

USD 2,280

Saving

USD 71

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Halloween Super Sales

Family Amalfi Coast Adventure - May 2026

No booking fees

Best price guaranteed

Gather the family for the ultimate adventure holiday on Italy's Amalfi Coast! Our eight-day itinerary combines the best of Amalfi's sun-soaked scenery with adrenaline-infused activities. Paddle through turquoise waters on a sea kayaking trip, hike part of the famous Walk of the Gods and try your hand at making authentic Italian pasta. At the end of each day, cool off in the pool of our charming family-run hotel. Field to Fork Cooking - Get stuck into making pasta and pizza using ingredients you've handpicked straight from the family's garden. Authentic Amalfi villages - Discover the hidden charm of Vietri Sul Mare, famed for its vibrant ceramics, and Cetara, a peaceful fishing village. Stunning coastline - Kayak into hidden coves and hike high above the sea with sweeping views across to Mt Vesuvius and Capri.

Tour Type

Group Tour

Accommodation

Hotel, Hut

Age Range

11-99 yrs

Operated in

english

Destinations

Naples, Mount Vesuvius, Amalfi

Naples, Mount Vesuvius, Amalfi, Pompeii, Maiori

Duration8 days

From

USD 1,940

USD 1,882

Saving

USD 58

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Halloween Super Sales

Amalfi Coast Walking - Hotel Risorgimento - May 2026

4.7

(45 reviews )

No booking fees

Best price guaranteed

My wife Katie and I had a trip of a lifetime with this tour! The detailed planning and execution of Explore's itinerary on the Amalfi coast results in a superb vacation experience. We were thoughtfully guided and cared for by our expert guide Satva, who taught us so much about the area. She also did a wonderful job of coordinating numerous details, carefully pacing our hikes to accommodate everyone in the group, and getting to know everyone personally. We felt like one big family by the end of the week! It's difficult to pull out highlights of the trip when everything was so amazing, but I'll try to summarize a Top 10 here: 1. The family-run hotel in St. Lazzaro is very welcoming and charming. 2. Also, their pizza is world-class, and we took part in a pizza-making lecture that was very informative and personal. 3. Hiking through fields of herbs, where you can smell rosemary, thyme, basil, oregano, and others just growing in the wild! 4. The ferry to and from Capri, and the day spent there. Stunning! 5. Swimming in the Tyrrhenian Sea on the main beach of Positano. 6. Enjoying lemon or Aperol spritzes and snacks during our daily aperitivi. 7. Hiking the Path of the Gods. 8. The pasta and mozzarella making class at a small local farm! 9. The day trip to Pompeii and Herculaneum. 10. Meeting other hikers from the US, UK, and Canada and hearing their stories. We are looking forward to traveling with Explore again soon and can't recommend them enough!

City sightseeingWalkingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, San Lazzaro, Capri, Positano

Duration8 days

From

USD 2,070

USD 2,008

Saving

USD 62

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All Naples Tours in May 2026

Page 3 of 51 Trips in Naples during May 2026 with 984 Reviews

Get a customized trip to Naples in May 2026

Page 3 of 51 Trips in Naples during May 2026 with 984 Reviews

Premium Italy in Depth - May 2026

Premium Sicily and Puglia - May 2026

Highlights of Calabria, Mount Etna & Sicily - May 2026

Premium Sicily and Italy in Depth - May 2026

Walking The Amalfi Coast - Summer Edition - May 2026

Food And Walking On The Amalfi Coast, Small Group Tour - May 2026

Beautiful of Puglia, Campania and Sicily - May 2026

Complete Greece, Puglia, Campania and Sicily - May 2026

Athens, Peninsula and Sicily End Palermo - May 2026

Rome, Sorrento and the Amalfi Coast - May 2026

Venice to Rome by Rail + Sorrento and the Amalfi Coast - May 2026

Amalfi Coast Discovery - May 2026

Family Amalfi Coast Adventure - May 2026

Amalfi Coast Walking - Hotel Risorgimento - May 2026

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All Naples Tours in May 2026

Page 3 of 51 Trips in Naples during May 2026 with 984 Reviews

Get a customized trip to Naples in May 2026

Page 3 of 51 Trips in Naples during May 2026 with 984 Reviews