• Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy
1-440-804-5062
  • Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy
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Abigail & David in Italy
​
Pre-tour
October 6


Leave the US
​American Airlines flight 110 leaves
Chicago ORD on October 6 at 17:05 
Arrive Rome FCO on October 7 at 9:15 a.m.

Day One
October 7
​
​
-Arrive Rome-Check into hotel and then in the afternoon your choice of a tour of the Vatican or the Colosseum with skip-the-line tickets. (Overnight Rome)

Includes
-Transfer from the airport with private driver to your central Rome hotel/ VRBO/ Airbnb
-Your choice of 3 central Rome Hotel/ VRBO/ Airbnb-right in the action-your choice
-Skip the line tickets to the Vatican or the Colosseum 
-Walk of Rome-self guided that includes the Pantheon, Trevi Fountain, Piazza Navona and central Rome
​-Dinner recommendations
​-Overnight Historic District of Rome

Day Two
October 8

-​Fast train to Napoli-Ruins Pompeii with skip the line tickets-Private driver to Sorrento. (Overnight Sorrento)

Your driver will pick you up and take you to the Rome train station where you will pick up your fast train to Napoli. 
Another private driver will be there to pick you up and take you to the Ruins of Pompeii where we will have skip-the-line tickets for your entry. You can take your time seeing these auspicious ruins. Later your same driver will take you to Sorrento and the Amalfi coast. You will be right in the center of the action where you can walk the pedestrian walkway on your way to dinner with views of the sea all around 

Includes
-Transfer from your central Rome hotel/ VRBO/ Airbnb hotel with private driver to the Rome train station
-Transfer from the Napoli train station with your private driver to the ruins of Pompeii (your driver holds your luggage)
-Pompeii skip-the-line tickets 

-Private transfer to Sorrento
-Your choice of 3 central Sorrento Hotel/ VRBO/ Airbnb-right in the action
​-Dinner recommendations
​-Overnight Sorrento

Day Three
October 9

​
Day trip to Positano for swimming and shopping. Includes all transportation-ferry- (Overnight Sorrento)

Includes
​-Ferry tickets to Positano and back, plus what to see and do.
-Your choice of 3 central Sorrento Hotel/ VRBO/ Airbnb-right in the action-your choice

​-Dinner recommendations
​-Overnight Sorrento


Day Four
October 10


​Day trip to Capri for exploring the top of the island Ana Capri-includes ferry there and back. (Overnight Sorrento)
​
Includes
-Ferry tickets to Capri and back, plus what to see and do.
-Your choice of 3 central Sorrento Hotel/ VRBO/ Airbnb-right in the action-your choice

​-Dinner recommendations
​-Overnight Sorrento

Day Five
October 11


Return to Napoli by private driver-fast train to Florence- (Overnight Historic District of Florence)


​Includes
-Private driver back from Sorrento to Napoli
-Fast train to Florence
​-Private driver from Train station to Florence ​Hotel/ VRBO/ Airbnb-right in the action-your choice
-Skip the line tickets to the Accademia to see Leonardo Da Vinci's David
-Walking tour of Florence (Patric's favorite walk)
-Shopping recommendations 
-Dinner recommendations

​-Overnight (Historic District of Florence) 

Day Six
October 12


​Florence Duomo-shopping (Overnight Historic District of Florence) 

Includes

-Florence ​Hotel/ VRBO/ Airbnb-right in the action-your choice
-Your historic day in Florence-shopping, cafe sitting, climb the Campielle (bell tower), the Duomo, Leonardo and Ghiberti's doors,
with skip-the-line tickets
-The Ponte Vecchio
-Shopping recommendations 
-Dinner recommendations

​​-Overnight (Historic District of Florence) ​

Day Seven
October 13

​
Private driver transfer to Tuscany for a villa stay. Cooking lessons and wine tastings from family's own vineyard.  (Overnight near San Gimignano Tuscany)

A private driver will you up from Florence and take you to the Tuscany region. You will stop at small villages along the way for siteseeing, shopping and lunch. In the afternoon you arrive at a private farm/ villa that has been in a family for generations. You will check in, swim in the pool, and then join in for a wine tasting featuring the famili's own vinatges. Later join them for dinner for local Tuscan specialities. 

Includes-
-Private driver pick up and transfer
-Tuscan villages for shopping and lunch
-Stay at a Tuscan villa that also produces their own olive oil and wine
-Wine tasting
-Dinner at the villa
​-Overnight at villa near San Gimignano Tuscany

Day Eight
October 14


​Day trip to San Gimignano. (Overnight near San Gimignano Tuscany)Gimigano where towers and mideievela houses await you. You can even climb up one of them to see what life would have been like in the middle ages. You will also have o try some gelato-one or two that have been crowned 'the best on the world' recently. 

Includes
-Private driver pick up and transfer to San Gimignano
-Tickets for climbing the tower of San Gimignano
-Direction for what to see and do
-Afternoon transfer back to the villa by private driver
-Afternoon cooking lesson with the owners of the villa-pasta making 
-Wine tasting
-Dinner featuring what you made at the cooking lesson
​-Overnight at villa near San Gimignano Tuscany

Day Nine
October 15


Shuttle back to Florence and fast train to Venice. Check in and walk the canals and see the main square of Venice. (Hotel in the historic district of Venice)

​A driver will pick you up at the Tuscan estate and take you back to Florence so you can catch your fast train to Venice. In the afternoon you can walk the streets of Venice beside wonderful canals and stunning alleyways as you explore the magic of Venice. 
​
Includes
-Private driver in Tuscany
-Fast train to Venice
-Private driver to Hotel in Venice
-Venice​ 
Hotel/ VRBO/ Airbnb-right in the action-your choice 
-Discovery walk-step by step of our favorite places to explore
-Restaurant recommends

​

Day Ten
October 16
​

Your private tour of Venice which includes the Basilica St. Marco. Private guide and skip-the-line tickets. (Hotel in the historic district of Venice)

Includes
-A private tour of Venice with an local expert
-Skip-the-line tickets to Basilica St. Marco
​-Venice​ Hotel/ VRBO/ Airbnb-right in the action-your choice 
-Help with an optional trip to Murano and Burano if you like
​-Restaurant recommends

Day Eleven​
October 17

​
Return midday to Rome (Overnight in central Rome or near the airport-your choice)


Includes
-Private porter to take your bags to the train station
-Fast train tickets to Rome
​-Rome Hotel/ VRBO/ Airbnb-your choice of central Rome or by the airport
​

Day Twelve
October 18
​
​
Return to the US
$8788
Itinerary developed by personal private trip planner
Personal trip planner available 24/7 while you are on your honeymoon
All details taken care of so you can enjoy the moments and immerse yourself in the beauty of Italy
Hotel check in
Train check in
Private providers on the ground
Choice of accommodations
Skip-the-line tickets when available
​ 

Does not include airfare or any other activities or transport than what is mentioned in the itinerary
$2000 per person deposit holds the date and gets the planning started.
The final trip payment is by June 15 2025.
​ Until then all deposits are refundable 

Copyright 2025-2026 The Olive Odysseys All Rights Reserved
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Contact

The Olive Odysseys 
46 Shopping Plaza
​Drive # 107
Chagrin Falls, Ohio
​44022 U.S.A
Phone: ​1-440-804-5062
​
[email protected]
Copyright 2025-2026 All Right Reserved

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A member of the
​American Society of Travel Advisors
  • Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy