Here We Come Italy – September 2026
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Behind every itinerary is thoughtful research, expert guidance, and a commitment to making your planning process seamless and stress-free. Once youโre ready to move forward, a modest Plan to Go fee applies to begin crafting your custom trip.
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When you book your activities through me, thereโs no additional fee for planning, booking, or managing your experiencesโjust personalized support every step of the way.

You can also book Travel Guard here.
Italy Itinerary โ Days 1 to 15
Baltimore โ Venice โ Florence โ Amalfi Coast โ Rome
Curated by Cerchio Travel
Things to Do
- Pompeii
- The archeological site can easily be visited from Sorrento, or a day trip from Rome.
- For a group staying in Amalfi, I can also arrange a private driver for a custom day along the coast, with stops at Grotto Esmeralda
Venice
Lagoon city, canals, Murano glass, and soft landings in Italy.
Click here for a comparison of the neighborhoods of Venice.

Hotel Continental Venice
BW Premier Collection
Rio Terร Lista di Spagna, 166
30121 Venezia, Italy
Located in the Cannaregio district, directly on the Grand Canal and just a 3โminute walk from Santa Lucia Station. (map)
If youโre looking for a comfortable, wellโsituated base in Venice, Hotel Continental Venice is a fantastic fit. This 4โstar property sits right on the Grand Canal in a beautifully restored palazzo, just a short walk from Santa Lucia Stationโperfect for smooth arrivals and departures. You can savor classic Venetian dishes at the Cocai Restaurant, enjoy a relaxed bite in the bistro, or unwind with a drink at the bar. Its combination of location, service, and authentic local flavor provides comfort and easy access to Veniceโs highlights.
Hotel Olympia
Best Western Signature Collection
395 Fondamenta delle Burchielle
One Classic Quadruple Room
1 Queen and a sofa bed. (MAP)
Enjoy the solarium in a peaceful garden in bloom, a corner of paradise set aside for our guests, an ideal spot for eating breakfast in the summer.
The hotel is furnished in 18th century Venetian style and offers a TV room, room for breakfast buffet and a pretty bar in decorated antique wood with service at tables overlooking Rio delle Burchielle.

Arrival and Departure
The hotel is 100 meters from the airport shuttle!
To get to the hotel from the Venice and Treviso airports quickly, easily and economically, take the Airport โ Piazzale Roma ATVO shuttle bus that stops just 100 meters from the front door! GPS Lat. 45,436602 Long. 12,318056
By train
From Santa Lucia train station, crossing Ponte Della Costituzione bridge, designed by Calatrava, you will reach Piazzale Roma in just 5 minutes. If you have luggage, take vaporetto line 1 and get off at the Piazzale Roma stop. The hotel is visible from the square.
Hotel Cavalletto e Doge Orseolo
Piazza San Marco 1107
Superior Double & Superior Twin
Buffet Breakfast”

Hotel Cavalletto & Doge Orseolo is a historic 4โstar hotel in the heart of Venice, located just 50 meters from St. Markโs Square and overlooking the iconic Orseolo Basin. This central Venice hotel offers 107 Venetianโstyle rooms, many with romantic gondolaโfilled basin views, making it an ideal choice if you are seeking convenience and authentic charm. It is in an unbeatable location behind Piazza San Marco, with easy access to Veniceโs top attractions.

Enjoy an Executive room, 291 sq. ft, king size Serenity bed, 40-inch HDTV, marble bathroom, and Murano-glass chandelier. Enjoy your exclusive access to the Executive Lounge, with complimentary drinks and snacks.
Your stylish room is in a fully restored flour mill on the shores of picturesque Giudecca Island. The hotel is accessible in just a few minutes by a private shuttle boat from Piazza San Marco. Enjoy breathtaking views of the town’s historic center from the highest rooftop bar in the city, take a dip in our summer rooftop swimming pool, relax in the spa and discover local and international flavors in our restaurants.
Hotel Shuttle Service
It connects the hotel with Piazza San Marco and Zattere. With a regular service available seven days a week, it is the ideal way to explore Venice and easily reach the center.
The hotel shuttle serviceโs rate is โฌ15 per person per stay. Location.

Day 1 โ Depart Baltimore โ
Date: Sat. 9/12/26
G1 Depart Baltimore
G2 Depart Baltimore (Doctor X)
Day 2 โ Arrive in Venice โ
Date: Sun. 9/13/26
HOTEL: TBD
G1 Arrive Venice
G2 Arrive Venice

Murano & Burano Islands Guided Small-Group Tour by Private Boat
Friday May 3, 2024, at 9:00 AM

Murano & Burano Islands
This is a guided small-group tour by private boat. (video).
Explore the intricacies of two famed Italian handicrafts on a fully guided day trip from Venice to the nearby islands of Murano and Burano with a group of up to 20 people. Watch centuries-old glassblowing techniques in Murano, and marvel at the detailed stitches of exquisite Burano lace.
Arrive at least 15 minutes prior to departure time at the Monument to Victor Emmanuel II, Riva degli Schiavoni.
- Your City Wonders guides will have a City Wonders sign with the name of the tour at the meeting point for easy recognition.
- Your tour will end at Hotel Gabrielli Riva degli Schiavoni, 4110, near San Marco.
Day 3 โ Venice
Date: Mon. 9/14/26
Murano Glass experience and time to explore Venice at your own pace.
Day 4 โ Venice
Date: Tue. 9/15/26
Free day in Venice for canals, museums, and hidden neighborhoods (custom touring as arranged).
Florence
Taxi to Your Florence Hotel
The main taxi stand for Santa Maria Novella (SMN) station in Florence is located outside the main entrance, near the Piazza Adua side. As you exit the main entrance of the train station, youโll find the official taxi stand right outside in Piazza della Stazione. Look for the line of white taxis with official markings. Avoid accepting rides from individuals inside the station offering taxi services, as they may not be licensed.
How to Get a Taxi
- Walk to the taxi standโtaxis operate on a first-come, first-served basis.
- Hop into the next available taxiโno need to negotiate fares, as taxis in Florence use meters.
- Provide your destinationโif needed, show the driver the address in Italian for clarity.
- Confirm payment optionsโmost taxis accept cash and credit cards, but itโs good to check before starting your ride.
- Long taxi queue? You can call a taxi service like Taxi Merci Firenze (website) or 4390 Taxi Firenze (website). Alternatively, apps like Uber, ItTaxi or FreeNow allow you to book a taxi in advance. Florence Taxis Stands (map and list).
- A short ride within Florenceโs historic center typically costs โฌ10โโฌ20.
- There may be extra charges for luggage, late-night rides, or trips outside the city.
- Tipping isnโt required, but rounding up the fare is appreciated.
Renaissance art, Chianti day trips, and easy rail connections.
Day 5 โ Venice to Florence ๐
Date: Wed. 9/16/26
Hotel: TBD
Highโspeed train from Venice to Florence. Checkโin and evening at leisure in the Renaissance city.
Day 6 โ Florence
Date: Thu. 9/17/26
Day trip to Tuscany countryside (Chianti, San Gimignano, or custom routing as arranged).
The Duomo Complex

๐๏ธ You have Brunelleschi Passes with a timed entry to Climb the Dome at 5:15 pm.
From that time, you have three days to visit the other venues.

Brunelleschi Pass includes access to all monuments of Piazza del Duomo allowing visitors a complete experience with a single ticket: the Baptistery, Giotto’s Bell Tower, Brunelleschi’s Dome, the Opera del Duomo Museum and the crypt of Santa Reparata with one access per monument.
Day 7 โ Florence
Date: Fri. 9/18/26
Free day in Florence for museums, markets, and independent exploration.
Ristorante Rosso Crudo
Bistecca Florentina, with all of the trimmings and wine, at a very reasonable cost. Delizioso!
Via dei Servi, 85 rosso, (map)



Amalfi Coast
Cliffside villages, sea views, and time to unwind.
Day 8 โ Florence to Amalfi Coast ๐
Date: Sat. 9/19/26
Travel from Florence to the Amalfi Coast via train to Naples and onward coastal transfer.
Day 9 โ Amalfi Coast
Date: Sun. 9/20/26
Free day along the Amalfi Coast for local exploring, beaches, or optional boat excursions.
OPTION- Contact me to Book

Amalfi Heaven Gardens
Cooking Class
Learn the secrets of Italian cooking from local chefs in the terraced gardens of the stunning Amalfi Coast. Enjoy the intimate and friendly atmosphere of a small-group cooking class, taste typical local products and savor the dishes youโve prepared.
Arriving from Amalfi
- โโโOn foot: Take a nice walk of about 20 minutes in the direction of Positano and up the stairs from the road. Gardens entrance is on the right, in front of G.A.S. Bar.
- By bus: Take a bus in the direction of Sorrento, Agerola or Pogerola and ask the driver to be dropped off at G.A.S. Bar. The journey takes just 3 minutes. We are just up the stairs in front of G.A.S. Bar. Tickets CANNOT be bought on board; you need to buy them before to get on the bus. Bus schedules can be checked on sitasudtrasporti.it/orari (select Campania).

Amalfi Heaven Gardens Pizza Class
Duration 3 hours
Start time 12:30 pm , 4:30 pm
Dates Mar – Oct
โฌ59.00 per person
Master the art of Italian pizza-making with this hands-on experience, starting with a visit to traditional terraced gardens to explore fresh local ingredients. Under the guidance of an expert pizzaiolo, learn the secrets of perfect dough, how to stretch it by hand, and craft traditional Neapolitan-style pizza. Bake it to perfection in a wood-fired oven, then sit down to enjoy your homemade pizza with a stunning sea view.
Day 10 โ Amalfi Coast
Date: Mon. 9/21/26
Additional full day on the coast; custom activities as arranged (Capri, Ravello, coastal touring).

You will enjoy a relaxing private boat excursion with pickup and return at the port of Maiori (directions from hotel).
Cruise along the beautiful coast. Visits to the Blue Grotto (entrance fee 14โฌ) and Emerald Grotto (entrance fee 7โฌ) and stops along the way. Lunch in Capri before returning to Maiori. The 8.5-meter Lassรน nel Blu is all yours’s!
Day 11 โ Amalfi Coast to Rome ๐
Date: Tue. 9/22/26
Travel from the Amalfi Coast via Naples to Rome by train.
G2 Doctor X: timeโsensitive appointments as noted in your private documents.
Rome
The Eternal City, history, neighborhoods, and departure hub.
Day 12 โ Rome + Return Flights ๐ โ
Date: Wed. 9/23/26
G1: Return journey begins from Rome.
G2 Doctor X: return home flight from FCO to BWI.
Day 13 โ Rome
Date: Thu. 9/24/26
Additional full day in Rome for sightseeing, neighborhoods, and final Italian experiences.
Day 14 โ Rome โ
Date: Fri. 9/25/26
G1 Return flight from Rome (FCO). Timing and flight details as per your ticketed itinerary.
Day 15 โ Buffer / Travel Day
Optional buffer day depending on flight schedules, connections, or additional touring.
THINGS TO DO
From Sorrento

๐๏ธ Pompeii Express Tour by Train
Meeting Time: 9:30 am
Meeting point: Sorrento Train Station (CIRCUMVESUVIANA) at the news stand Edicola on the ground floor. (map). You will be met there.
Avoid the hassle of navigating the local train by yourself and zip past the crowds at Pompeiiโs entrance with this fast-track tour. Meet your assistant at the Sorrento train station to board and get off just outside Pompeii, where youโll skip the long line and head directly inside the ruins with your guide. Take in the top villas, temples, and more in just two hours before the return train to Sorrento.
- An assistant will provide train tickets and help you board in Sorrento
- You have priority admission to Pompeii accompanied by your guide
- Your express tour will focuse on the most important ruins inside the vast site
- Headsets are provided to follow the guideโs explanations and insights during the visit
Read more about – Pompeii Express Tour by Train from Sorrento
Pompeii from Rome: A Perfect FullโDay Trip
A day trip from Rome to Pompeii is absolutely worth it โ and far easier than most travelers expect. With highโspeed trains and excellent guided options, you can explore one of the worldโs most extraordinary archaeological sites and still be back in Rome by evening.
๐ How to Get from Rome to Pompeii
1. HighโSpeed Train + Local Train (DIY)
- Rome โ Naples on Frecciarossa highโspeed trains (โ1 hr 10 min)
- Naples โ Pompei Scavi on the Circumvesuviana (โ35 min)
- Total travel time: ~2 hours each way
- Best for confident travelers who want flexibility
- Costs: ~โฌ50โโฌ90 roundโtrip depending on advance purchase
2. Direct Rome โ Pompeii Train (Sundays Only)
- A newer direct service runs only on Sundays
- Cuts out the Naples transfer
- Ideal for weekend travelers
3. Guided Day Tours (Most Popular)
- Easiest and most timeโefficient option
- Includes roundโtrip transport, skipโtheโline entry, and a licensed guide
- Many tours add Vesuvius or Amalfi Coast for a fuller day
- Prices typically start around โฌ129 per person
- Viator Pompeii, Sorrento & Amalfi Coast Day Trip from Rome
Amalfi Coast
๐ Emerald Grotto vs. Blue Grotto
| Feature | Emerald Grotto (Conca dei Marini) | Blue Grotto (Capri) |
|---|---|---|
| Location | Conca dei Marini, between Amalfi & Praiano | Island of Capri, near Anacapri |
| Signature Color | Deep emeraldโgreen glow from underwater sunlight | Electric blue glow from refracted sunlight |
| Experience Type | Short rowboat tour inside a coastal cave | Rowboat entry through a tiny seaโlevel opening |
| Visit Duration | ~30 minutes | ~30 minutes (plus long waits in peak season) |
| Access | By boat or by land (stairs/elevator from SS163) | By boat only; sea conditions must be perfect |
| Crowds | Generally lighter; quick turnover | Very crowded in high season; long queues |
| Cost | ~โฌ6 entry | ~โฌ18 rowboat fee + transport to Capri |
| Best For | Travelers staying on the Amalfi Coast; easy midโday stop | Travelers already visiting Capri; bucketโlist seekers |
| Sea Condition | Closes during rough seas, but more accessible overall | Frequently closed due to waves; unpredictable |
| Vibe | Calm, intimate, atmospheric | Iconic, dramatic, but often rushed |
โจ Which One Should You Choose?

Choose Emerald Grotto ifโฆ
- Youโre touring the coast with a private driver or boat.
- Youโre staying in Amalfi, Praiano, or Positano
- You want a quick, scenic stop without major detours
- You prefer a calmer, less crowded experience
Choose Blue Grotto ifโฆ
- Sea conditions are ideal
- Youโre already planning a full day on Capri or are staying in Sorrento
- You donโt mind waiting for the iconic โblue lightโ moment
- You want the classic, worldโfamous grotto experience

๐งญ Cerchio Travel Tip
For most Amalfi Coast itineraries, the Emerald Grotto is the more reliable and accessible choice. For Capri days, the Blue Grotto is a spectacular addโon โ but only if the seas cooperate.

