10 Best Naples Multiday Tours in May 2026

Halloween Super Sales

Premium Puglia - May 2026

No booking fees

Best price guaranteed

Dreamy beaches, inspiring architecture and ancient wonders come together on an eight-day Premium adventure through Italy’s Puglia region. Understated and unbelievably beautiful, this lesser-visited corner of Italy delivers in historical, cultural and natural sights. Begin in the coastal town of Bari, admire unusual trulli buildings in Alberobello, stay in a former palace in Nardo, explore ancient sassi homes in Matera and discover the well-preserved ruins of Pompeii. With a local leader by your side and expert guides joining you along the way, you’ll really get a kick out of this adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Naples, Polignano A Mare

Bari, Naples, Polignano A Mare, Nardò, Matera

Duration8 days

From

USD 5,380

USD 5,219

Saving

USD 161

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15% OFF TODAY

Halloween Super Sales

La Dolce Vita - 11 days - May 2026

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

15% OFF TODAY

Duration11 days

From

USD 3,435

USD 2,920

Saving

USD 515

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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

Tutta Italia With Beautiful Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,232

USD 3,135

Saving

USD 97

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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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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

4.5

(13 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

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Halloween Super Sales

Southern Splendours: Campania & Sicily Discovery - May 2026

Trip customizable

Best price guaranteed

Immerse yourself in the vibrant atmosphere of Naples, the gateway to Campania, where ancient history meets modern life. Visit the iconic Pompeii, frozen in time by the eruption of Mount Vesuvius. As you journey south to Sicily, witness the diverse beauty of the island. Marvel at the ancient Greek ruins in Agrigento's Valley of the Temples. Explore the charming streets of Taormina and take in the breathtaking views of Mount Etna, Europe's highest and most active volcano. This tour promises an enchanting blend of history, culture, and natural beauty, offering an unforgettable journey through two of Italy's most captivating regions

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sicily

Amalfi Coast & Campania, Sicily, Naples, Palermo, Agrigento, Taormina

Duration8 days

From

USD 3,102

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Halloween Super Sales

Amalfi Coast Walking - Hotel Risorgimento - May 2026

4.7

(44 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

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Rome, Naples & Sicily Highlights - 11 Days - May 2026

15% OFF TODAY

Halloween Super Sales

Rome, Naples & Sicily Highlights - 11 days - May 2026

No booking fees

Best price guaranteed

COACH TOUR: Enjoy a hop-on hop-off bus tour in Rome, take in sweeping views of Naples and relax in Sorrento on this 11-day coach tour. Discover the ruins of Pompeii, enjoy a day trip to the island of Capri and take an overnight ferry to the Mediterranean island of Sicily. Here, highlights include sightseeing in the capital of Palermo, wine tasting in Marsala, and a visit to Mount Etna, one of the most active volcanoes in Europe.

Walking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Taormina, Naples, Capri, S

Rome, Taormina, Naples, Capri, Sorrento, Palermo, Agrigento, Ragusa

15% OFF TODAY

Duration11 days

From

USD 5,275

USD 4,484

Saving

USD 791

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Naples Escape & Sorrento - Small-Group Tour - May 2026

Trip customizable

Best price guaranteed

Embark from Rome to Naples, uncovering the ancient city's treasures. Visit the legendary site of Pompeii, frozen in time by the cataclysmic eruption of Mount Vesuvius over 2,000 years ago. Continue your journey with a full-day tour to the idyllic Italian island of Capri, and later, unwind in the enchanting town of Sorrento on your Amalfi Coast getaway, with ample free time for independent exploration

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Lazio, Naples, Sorrento, Rome

Duration5 days

From

USD 1,615

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All Naples Tours in May 2026

Page 3 of 54 Trips in Naples during May 2026 with 984 Reviews

Get a customized trip to Naples in May 2026

Page 3 of 54 Trips in Naples during May 2026 with 984 Reviews

Premium Puglia - May 2026

La Dolce Vita - 11 days - May 2026

Premium Italy in Depth - May 2026

Premium Sicily and Puglia - May 2026

Highlights of Calabria, Mount Etna & Sicily - May 2026

Tutta Italia With Beautiful Campania and Sicily - May 2026

Premium Sicily and Italy in Depth - May 2026

Walking The Amalfi Coast - Summer Edition - May 2026

Athens, Peninsula and Sicily End Palermo - May 2026

Rome, Sorrento and the Amalfi Coast - May 2026

Southern Splendours: Campania & Sicily Discovery - May 2026

Amalfi Coast Walking - Hotel Risorgimento - May 2026

Rome, Naples & Sicily Highlights - 11 days - May 2026

Naples Escape & Sorrento - Small-Group Tour - May 2026

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Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Naples Tours in May 2026

Page 3 of 54 Trips in Naples during May 2026 with 984 Reviews

Get a customized trip to Naples in May 2026

Page 3 of 54 Trips in Naples during May 2026 with 984 Reviews