15-Day Scenic and Cultural Tour from Boston to Ireland and Italy

Day 1: Arrival and Stroll

Dublin, Ireland on June 1, 2025

10:00am

Breakfast at Bewley's Grafton Street Café

Start your day with traditional Irish breakfast and freshly brewed coffee at this iconic Dublin café open from 8am.
EUR15, 1h

11:30am

Explore Trinity College and the Book of Kells

Tour the historic university and see the illuminated manuscripts dating back to 800 AD, open 9:30am-5pm.
EUR17, 1h30m

1:30pm

Lunch at The Woollen Mills

Enjoy modern Irish dishes with a view over the River Liffey. They serve lunch from 12pm to 3pm.
EUR25, 1h

3:00pm

Walk along the River Liffey and visit Ha'penny Bridge

Take a scenic and leisurely walk along the riverbank to see the famous pedestrian bridge and city sights.
Free, 1h

5:00pm

Visit Guinness Storehouse

Discover the history behind Ireland's most famous beer, ending with a pint at the Gravity Bar with panoramic city views. Open 9:30am - 7pm.
EUR26, 2h

7:30pm

Dinner at The Church Café Bar

Dine in a beautifully restored church offering Irish and international cuisine, open until 10:30pm.
EUR35, 1h30m

Day 2: Historic and Cultural Sites

Dublin, Ireland on June 2, 2025

8:30am

Breakfast at Queen of Tarts

Sample delicious pastries and hearty breakfast options at this charming café open from 8am.
EUR18, 1h

9:30am

Visit Kilmainham Gaol

Explore this former prison offering insight into Irish history and independence movements. Open 9:30am-5pm.
EUR10, 1h30m

11:30am

National Museum of Ireland - Archaeology

See Ireland's rich archaeological artifacts including Celtic and Viking relics. Open 10am-5pm.
Free, 1h30m

1:30pm

Lunch at The Exchequer

Enjoy gastropub cuisine with a modern Irish twist, lunch served 12pm-3pm.
EUR28, 1h

3:00pm

St. Patrick's Cathedral visit

Tour the largest cathedral in Ireland with its stunning Gothic architecture. Open 9:30am - 5pm.
EUR8, 1h

4:30pm

Phoenix Park visit

Relax in one of Europe’s largest enclosed parks, ideal for a stroll or renting a bike.
Free, 2h

7:00pm

Dinner at Chapter One

Treat yourself to Michelin-starred Irish cuisine in an elegant setting. Reservations recommended; open until 10:30pm.
EUR95, 2h

Day 3: Final Day in Dublin

Dublin, Ireland on June 3, 2025

8:00am

Breakfast at Hatch & Sons

Enjoy a classic Irish breakfast or fresh baked goods in a cozy atmosphere. Open from 8am.
EUR15, 1h

9:30am

Explore Dublin Castle and Chester Beatty Library

Discover Ireland’s history at the castle and view exquisite collections of manuscripts and art at Chester Beatty Library, open 9:45am-5pm.
EUR12, 2h

12:00pm

Light lunch at The Fumbally

Relax with fresh, healthy fare unlike any other Dublin café. Lunch served from 12pm.
EUR18, 1h

1:30pm

Check out and transfer to Dublin Airport

Prepare for your afternoon flight to Rome, Italy.
Variable, 2h

4:00pm

Flight from Dublin to Rome

Fly to Rome for your next exciting destination. Flight duration approx 3 hours.
Variable, 3h

7:30pm

Check-in to hotel and Dinner near hotel

After arrival and check-in, enjoy dinner at Hostaria Romana for classic Roman dishes. Open until 11pm.
EUR30, 1h30m

Day 4: Ancient Rome Exploration

Rome, Italy on June 4, 2025

8:00am

Breakfast at Roscioli Caffè

Start your day with an espresso and Italian pastries, open from 7am.
EUR12, 45m

9:00am

Tour Colosseum and Roman Forum

Visit these iconic ancient landmarks with a guided tour available from 9am to learn their fascinating history.
EUR18, 3h

12:30pm

Lunch at La Taverna dei Fori Imperiali

Enjoy authentic Roman cuisine steps from the Forum. Lunch served 12pm-3pm.
EUR30, 1h

2:00pm

Visit Pantheon and Piazza Navona

Explore the ancient temple and the lively square with its beautiful fountains. Both open all day and free to visit.
Free, 2h

4:30pm

Gelato break at Giolitti

Indulge in some of Rome's best gelato, open until midnight.
EUR5, 30m

6:00pm

Stroll and shopping at Via del Corso

Experience Rome’s main shopping street with boutiques and souvenir shops.
Free, 1h30m

8:00pm

Dinner at Armando al Pantheon

A family-run trattoria offering traditional Roman dishes in close proximity to the Pantheon; reservations advised.
EUR40, 1h30m

Day 5: Vatican and City Sights

Rome, Italy on June 5, 2025

7:30am

Breakfast at Pasticceria Regoli

Grab a quick espresso and fresh pastries from this popular bakery, open from 7am.
EUR10, 30m

8:00am

Visit Vatican Museums and Sistine Chapel

Reserve your timed tickets to avoid lines and marvel at Renaissance art from 9am-6pm.
EUR25, 3h

12:00pm

Lunch at Ristorante Arlù

Enjoy classic Roman and seafood dishes, open 12pm-3pm.
EUR35, 1h

1:30pm

St. Peter's Basilica visit and climb to the dome

Explore the Basilica and admire breathtaking views from the dome, open 7am-7pm.
EUR12 for dome climb, 2h

4:00pm

Relax at Villa Borghese Gardens

Stroll or rent a bike in this lush park with beautiful fountains and views.
Free, 2h

7:30pm

Dinner at Osteria da Fortunata

Enjoy fresh handmade pasta prepared in front of you, open until 11pm.
EUR30, 1h30m

Day 6: Naples Arrival & City Introduction

Naples, Italy on June 6, 2025

7:30am

Breakfast at Antico Caffè Greco

Start early with coffee and pastries near your Rome hotel before departure.
EUR10, 30m

9:00am

Train from Rome to Naples

Take a high-speed train from Rome Termini to Naples Central; journey about 1h10m.
EUR40, 1h10m

10:30am

Check-in and Light Snack

Settle into your Naples accommodation and enjoy a quick sfogliatella pastry nearby.
EUR7, 30m

11:30am

Walk along Spaccanapoli and explore historic center

Wander one of Naples’ most famous streets where you can admire churches, shops, and street life.
Free, 2h

2:00pm

Lunch at Sorbillo Pizzeria

Enjoy authentic Neapolitan pizza where Naples' pizza tradition began; open 12pm-11pm.
EUR15, 1h

3:30pm

Visit Naples National Archaeological Museum

One of Italy’s top museums showcasing Roman and Greek artifacts, open 9am-7pm.
EUR15, 2h

6:00pm

Stroll along Lungomare and Castel dell'Ovo

Enjoy sunset views of the bay and castle walks along the seaside promenade.
Free, 1h30m

8:00pm

Dinner at Ristorante La Bersagliera

Dine seaside on fresh seafood specialties popular with locals.
EUR35, 1h30m

Day 7: Pompeii and Vesuvius Day Trip

Naples, Italy on June 7, 2025

7:30am

Breakfast at hotel or local café

Fuel up early for your day trip with coffee and pastries.
EUR10, 30m

8:30am

Train to Pompeii Archaeological Site

Catch the Circumvesuviana train for a 30 minute ride to Pompeii ruins.
EUR4, 30m

9:30am

Tour Pompeii Ruins

Explore the remarkably preserved ancient city destroyed by Mt Vesuvius in 79 AD; open 9am-7:30pm.
EUR16, 3h

1:00pm

Lunch near Pompeii railway station

Enjoy traditional southern Italian cuisine at a nearby trattoria.
EUR20, 1h

2:30pm

Hike Mount Vesuvius

Climb to the crater of the active volcano; park open 9am-5pm.
EUR10, 2h

5:00pm

Return to Naples

Relax on the train back to Naples after your active day.
EUR4, 30m

7:30pm

Dinner at Pizzeria Di Matteo

Taste famed Neapolitan pizza beloved by locals and visitors alike. Open until midnight.
EUR15, 1h

Day 8: Discover Naples Museums & Markets

Naples, Italy on June 8, 2025

8:00am

Breakfast at Gran Caffè Gambrinus

Experience a historic café serving classic espresso and pastries since 1860.
EUR15, 1h

9:30am

Capodimonte Museum and Park

Visit Naples' premier art museum and explore the adjoining nature park; open 8:30am-7:30pm.
EUR14, 2h

12:00pm

Lunch at Trattoria Nennella

Dine in a lively, authentic Neapolitan trattoria in the Spanish Quarter.
EUR25, 1h

1:30pm

Explore Mercato di Pignasecca

Stroll through Naples’ oldest market to experience local life, food stalls, and fresh produce.
Free, 1h30m

3:00pm

Visit San Severo Chapel

Admire the stunning Veiled Christ sculpture and baroque interior. Open 9am-7pm.
EUR8, 1h

4:30pm

Coffee break at Caffè Mexico

Enjoy Naples’ famous strong espresso in a traditional spot.
EUR5, 30m

7:00pm

Dinner at Tandem Ragù

Taste authentic Naples ragù pasta, carefully simmered for hours. Open for dinner from 7pm.
EUR28, 1h30m

Day 9: Capri Day Trip

Naples, Italy on June 9, 2025

7:30am

Breakfast at hotel

Early light breakfast before catching the ferry.
EUR10, 30m

8:30am

Ferry to Capri

Depart from Naples Porto Molo Beverello; ferry duration approx 45min.
EUR20 round trip, 45m

9:30am

Blue Grotto visit

Tour the famous sea cave with mesmerizing blue water; best visited morning hours.
EUR14, 1h

11:00am

Explore Capri Town and Anacapri

Walk charming streets, visit Piazzetta, and take chairlift up to Monte Solaro (open 9am-5:30pm).
EUR12 chairlift, 3h

2:00pm

Lunch at Ristorante Il Geranio

Enjoy stunning views and Mediterranean cuisine near the Gardens of Augustus. Open 12pm-3pm.
EUR40, 1h30m

4:00pm

Relax at Marina Piccola Beach

Sunbathe and swim at the picturesque beach before heading back to Naples.
Free, 1h30m

6:00pm

Ferry back to Naples

Return ferry trip to Naples port.
Included in round trip ticket, 45m

8:00pm

Dinner at Da Michele

Relax with some of the best classic pizza Naples has to offer, open until 11pm.
EUR15, 1h

Day 10: Leisure and Exploration

Naples, Italy on June 10, 2025

8:00am

Breakfast at Pasticceria Scaturchio

Enjoy a morning of coffee and typical Neapolitan pastries.
EUR10, 1h

9:30am

Visit Castel Nuovo and Civic Museum

Explore Naples’ historic medieval castle and its art museum; open 9am - 6:30pm.
EUR10, 2h

12:00pm

Lunch at Osteria Il Gobbetto

Taste traditional Neapolitan home cooking in a cozy atmosphere.
EUR25, 1h

1:30pm

Free afternoon for shopping or resting

Choose to explore Via Toledo shopping district or relax at the hotel.
Variable, 4h

6:00pm

Aperitivo at Piazza Bellini

Enjoy evening drinks in this vibrant square popular with locals.
EUR10, 1h

7:30pm

Dinner at Palazzo Petrucci

Enjoy Michelin-starred modern Italian cuisine with sea views; booking advised.
EUR85, 2h

Day 11: Travel to Sicily

Naples and Sicily, Italy on June 11, 2025

8:00am

Breakfast at hotel or nearby café

Eat a hearty breakfast in Naples before your flight.
EUR12, 1h

10:00am

Fly from Naples to Sicily (Catania or Palermo)

Morning flight approximately 1 hour to your Sicilian destination.
EUR60, 1h

11:30am

Arrival and check-in to hotel in Sicily

Get settled in your accommodation to prepare for a week-long stay.
Variable, 1h

1:00pm

Lunch at local trattoria

Sample Sicilian specialties such as arancini and seafood pasta.
EUR25, 1h

2:30pm

Visit nearby historic town or beach

Relax or stroll around an iconic Sicilian location (e.g. Taormina or Cefalù).
Variable, 3h

6:00pm

Dinner at Osteria ai Sapori Perduti

Enjoy authentic and intimate Sicilian dishes in a welcoming atmosphere.
EUR35, 1h30m

Day 12: Sicilian Culture and Outdoors

Sicily, Italy on June 12, 2025

8:00am

Breakfast at Bar Duomo

Start with a cappuccino and Sicilian pastries in the heart of town.
EUR10, 1h

9:30am

Visit Mount Etna

Take a guided hike or cable car ride up Europe’s most active volcano, open 9am-5pm.
EUR60, 4h

1:30pm

Lunch at Rifugio Sapienza

Enjoy local cuisine at this popular mountain lodge.
EUR30, 1h

3:00pm

Explore Alcantara Gorges

Visit this stunning natural park featuring basalt rock formations and hiking trails.
EUR10 entry, 2h

6:00pm

Dinner at Ristorante La Bettola

Experience fresh seafood and Sicilian wine close to the coast.
EUR40, 1h30m

Day 13: Historic Cities Tour

Sicily, Italy on June 13, 2025

8:00am

Breakfast at Casa Cusona

Enjoy fresh coffee and pastries at this local favorite.
EUR10, 45m

9:00am

Visit Palermo historical sites

Tour Norman Palace, Palatine Chapel, and local markets, open 9am-5pm.
EUR15, 3h

12:30pm

Lunch at Antica Focacceria San Francesco

Taste Sicilian street foods and specialties in historic surroundings.
EUR20, 1h

2:00pm

Travel to Monreale Cathedral

Short drive to see renowned mosaics and panoramic views, open until 5pm.
EUR6, 1h30m

4:00pm

Return and relax in Palermo

Explore local cafés or shops at leisure.
Variable, 2h

7:30pm

Dinner at Trattoria ai Cascinari

Experience hearty Sicilian dishes with a home-cooked feel.
EUR30, 1h30m

Day 14: Coastal Relaxation

Sicily, Italy on June 14, 2025

8:00am

Breakfast at local café

Light breakfast of coffee and pastries to start a relaxing day.
EUR10, 45m

9:00am

Beach day at Mondello

Relax on the white sand beaches with crystal-clear waters near Palermo.
Free, 5h

2:00pm

Lunch at a beachfront restaurant

Enjoy fresh seafood with sea views at a popular Mondello spot.
EUR35, 1h30m

4:00pm

Return to hotel and rest

Take time to unwind after a day in the sun.
Free, 3h

7:30pm

Dinner at Il Gabbiano

Savor Sicilian flavors in a relaxed, elegant setting.
EUR40, 1h30m

Day 15: Final Sicily Day

Sicily, Italy on June 15, 2025

8:00am

Breakfast at hotel

Enjoy a leisurely breakfast and prepare for departure.
Included in hotel, 1h

9:30am

Visit Valley of the Temples, Agrigento

Explore this spectacular archaeological site featuring ancient Greek temples, open 8:30am-7:30pm.
EUR12, 3h

1:00pm

Lunch in Agrigento town

Sample local cuisine in a nearby trattoria.
EUR25, 1h

2:30pm

Return and pack

Head back to hotel to pack for your flight to Rome next day.
Variable, 3h

7:30pm

Dinner at local favorite

Celebrate your final Sicilian evening with a farewell dinner highlighting regional dishes.
EUR40, 1h30m

Day 16: Return to Rome

Sicily and Rome, Italy on June 16, 2025

7:00am

Early breakfast

Eat breakfast before transit to airport.
EUR10, 1h

9:00am

Fly Sicily to Rome

Quick flight back to Rome to spend last night in the capital.
EUR70, 1h

10:30am

Check-in and relax

Check into hotel and relax after your flight.
Variable, 2h

12:30pm

Lunch at Mercato Centrale Roma

Enjoy a variety of Italian street foods under one roof, open 11am-11pm.
EUR20, 1h

2:00pm

Visit Piazza di Spagna and Spanish Steps

Stroll around one of Rome's most famous plazas and climb the Spanish Steps.
Free, 2h

5:00pm

Relax at hotel or nearby park

Prepare for your departure the next day.
Free, 2h

7:30pm

Dinner at Enoteca Ferrara

Enjoy excellent wine and contemporary Italian cuisine in Trastevere district.
EUR50, 1h30m

Day 17: Departure Day

Rome, Italy on June 17, 2025

7:00am

Breakfast at hotel

Have a final Italian breakfast before checkout.
Included, 1h

8:30am

Transfer to Rome Fiumicino Airport

Allow sufficient time for airport security and check-in.
Variable, 1h30m

11:00am

Fly Rome to Boston

Begin your return flight home with fond memories of your trip.
Variable, 8h