Get inspired with our sample trips below. You can have any trip tailor made for your private travel. Any number of days.
Any departure date. Any experience you want.
A Serene Senior’s Tour of Southern Italy and Sicily
7 Day Custom Tour
Discover the breathtaking towns, stunning landscapes, and the delicious cuisine of Southern Italy and Sicily during this amazing week-long vacation crafted especially for seniors. Exclusive experiences and private tours await at every destination as you uncover the history, culture, and ideal lifestyle of the area. Wander through the historic streets of Palermo, venture to the majestic island of Capri, and experience the fascinating city of Pompeii.
One-Week Amalfi Coast Senior Vacation
7 Day Custom Tour
Enjoy a taste of Italy’s sweet life during your customizable tour of the Amalfi Coast for seniors, highlighting the natural marvels and cultural splendors around the Bay of Naples. Indulge in gorgeous scenery and enjoy the immersive heritage, divine cuisine, fascinating history, and stunning architecture. Unwind at an organic orchard that offers insight into the lush flavors of the giant, local lemons. Embrace the sensational views of the coastline from a cliff-top trail that overlooks radiant water. Wander ancient streets, following in the footsteps of Roman citizens for an active exploration of the authentic charms of Italy and the Amalfi Coast.
Italy Vacation for Seniors: Rome to Venice
12 Day Custom Tour
The cultural and historical Italian Peninsula becomes an open-air museum filled with enchanting flavors and captivating stories that will enrich the deep corners of the cities, towns, and countryside during your personalized senior tour of Italy. The charm spreads from Rome to Venice, Florence to Verona accentuating the restored marvels of ancient life and the majesty of Renaissance works propelling Western Europe from the Middle Ages. Treasures glow in the sunlight revealing works by Giotto and Michelangelo, Raphael and Bernini. Discover traditional flavors and enjoy the local flare of Italy’s most fascinating destinations.
Food and Nature Tour: Bologna to Florence in 12 Days
12 Day Custom Tour
Travel to Italy for the love of food and nature on this tailored 12-day tour from Bologna to Florence. Embrace the culinary delicacies made famous worldwide as you taste Italy's finest dishes and produce, from sensational cheeses to delightful truffle-infused creations. Along the way, encounter the majesty of the Tuscan countryside and admire the Renaissance influence that remains so prevalent across Italy’s quiet, medieval towns.
Joys of Rome and Southern Italy Itinerary for Seniors
8 Day Custom Tour
Whether a lover of art and history, mythology or culture, you will find the majesty of it all as you tour Rome and the Amalfi Coast during your exclusive Italy itinerary for the senior traveler. The treasures of the Vatican span millennia with works displayed that are entangled with the past as the prestige of gladiatorial heroes emanates from the walls of the Colosseum. The peak of Mount Vesuvius continues to linger above ancient Pompeii as lemon groves overtake the terraced ridges along the coast outside of Amalfi. Your customizable itinerary for seniors will embody the warmth of Italy and provide a masterful exploration of Rome and the Amalfi coast.
Perfect Italy Vacation for Senior Travelers
17 Day Custom Tour
The sights of Italy abound with mystery and legend throughout the breathtaking odes to history. Begin with Da Vinci in Milan, and then explore Michelangelo in Florence and the Vatican, continue to Assisi, Venice, Pisa, and Siena. See Signorelli’s frescoes, Brunelleschi’s Dome and Bernini’s baroque, the canals of Venice and Bellagio on Lake Como. All of these are just the start on this handcrafted sightseeing tour for seniors as you will delve beneath the surface with expert guides to living the history that is often felt far beyond what any words can explain.
Best of Sicily and Southern Italy Tour for Seniors
14 Day Custom Tour
Uncover the legends and immerse yourself in the history of Southern Italy. Spend a week in Sicily and a week on the mainland, hopping between three millennia of ruins, cultures, cities, and charms. Authentic local experiences mix with grand historical remains and plenty of coastlines, with just about every major European civilization having a role to play. Handcrafted for senior travelers who seek to both explore and experience, this is an in-depth tour full of fascinating details.
Highlights of Northern Italy Vacation for Seniors
13 Day Custom Tour
Northern Italy is a land of culture and charm, where wonders are draped along the water, and the atmosphere is always relaxed. When you want to take it slow on vacation, this is where you come. Handcrafted for senior travelers, this luxury tour spends three nights in each of four exceptional destinations: Rome, Bologna, Cinque Terre, and Lake Maggiore. Travel with a leisurely pace to discover the art, history, food, and tradition as you take in all of the legendary sights.
Pontine Islands, Ischia and South of Naples Sailing Tour
8 Day Custom Tour
Spectacular vistas and attentive service will be your constant companions on this 7-night cruise through the coastal paradise of Italy's Pontino and Phlegraean islands. From Ponza to Capri, hop your way between islands that engage with local culture and enjoy the delights of authentic cuisine. By the time the sun sets on your tour, you will have memories that are missed by many that never leave the mainland.
Italy Food & Culture Tour for Seniors: Turin to Bologna
10 Day Custom Tour
History and culture surface through traditional cuisine and celebrated wine during your personalized senior tour of Italy. Indulge in the exceptional flavors and the local specialties of Piedmont and Emilia-Romagna. Savor the distinct taste of white truffles, craft the elegant stuffed shells of tortellini pasta, and experience the excitement of driving a Ferrari on a search for authentic heritage spanning more than two millennia. From forested countryside to magnificent medieval towers and charming city skylines, travel from Turin to Bologna for an immersive tour at your pace indulging in passionate history, flavorful cuisine, and captivating tradition.
VIP Tour of Italy: A Signature Experience
16 Day Custom Tour
This is Italy with no-holds barred, an excursion of such incomparable luxury that it beggars description. Private tours of the Vatican Museum and after-hours visits to Venice’s St. Mark’s Basilica. Exclusive cruises along the famed Amalfi Coast and once-in-a-lifetime excursions to Bologna and St. Moritz. The biggest suites in five-star hotels and dinner at restaurants with multiple Michelin stars. Whatever your inclinations, this tour comes down to five words: Go big or go home.
Historic Cities to Treasured Coastline of Italy Tour: Rome, Naples & Sorrento
10 Day Custom Tour
The sea charms you with layers of indigo and azure colors brushing against the small stretch of beach. Mountains encircle the enchanting and secluded coastal town. You can sit on the balcony and watch fishing boats roll into the marina, hold your partner’s hand, and indulge in the scenery with a glass of wine. Your Italy tour to Rome, Naples, and Sorrento is handmade to offer the romance of antiquity and amorousness of the coastline, ensuring that you can relax in the sights, sounds, and flavors of Italy with the one you love.
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With so many kinds of travel experiences and endless choices on where to travel, finding the right combination of destinations, activities, tours, and times to visit can feel overwhelming.
The Zicasso Senior Travel Guide provides helpful information on the top senior destinations and other considerations you may have as you look ahead to your trip.
As you find more possibilities for your perfect experience, connect with a travel specialist to create an itinerary designed just for you.
From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.
Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized vacation.
For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.
The best time to visit Italy is in the spring and early summer months, from March through June when the weather is ideal for outdoor activities, and the crowds disperse. September through early November are also excellent months for a visit.
Your travel goals, preferences, who you are traveling with, and what you would like to see and do will also affect the best time for your visit. You may wish to plan a skiing vacation on the powdery slopes of the Dolomites with your family or bask on a pristine Sicilian beach with your loved one.
Travelers can immerse themselves in the culinary culture, heritage, and gorgeous scenery year-round, with wine tasting, Roman ruin exploration, and coastal sightseeing always available for your vacation.
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