Small Group Trip to Tuscany + Cinque Terre
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Experience the enchanting landscapes and rich viticulture of Tuscany and Cinque Terre with Sommelier Erica Archer. This exclusive 7-night journey, from April 26 - May 3, 2026, offers unparalleled access to renowned wineries, exceptional wines, and the region's cultural treasures. Enhance your adventure with an optional extension to the picturesque Cinque Terre from May 3 - 6, 2026.
Tuscany is a landscape of medieval villages, cypress-lined roads, and vine-covered hillsides—a place where ancient history, culture, cuisine, and wine are deeply entwined. Its vineyards have been cultivated for centuries, shaped by generations of growers who continue to craft thoughtful wines from some of Italy’s most celebrated terroirs.
Imagine days spent visiting hilltop towns, enjoying leisurely lunches overlooking the countryside, and evenings in refined dining rooms where warm hospitality feels both timeless and deeply rooted. In late April and early May, the region is especially beautiful—wildflowers in bloom, fresh leaves unfurling across the vineyards, and kitchens welcoming the first flavors of spring.
This journey begins in Florence, where the art and energy of the city unfold before continuing through Tuscany’s most renowned winegrowing areas—from the vineyard-lined hills of Chianti Classico to the walled city of Montalcino, and onward to the coastal vineyards of Bolgheri, home to Italy’s celebrated Super Tuscans. Thoughtfully planned top-tier tastings, remarkable cuisine, and time to relax in historic hill towns and beautiful accommodations reveal the region’s enduring charm. Along the way, you’ll meet families who steward these properties across generations, taste wines that reflect their distinctive soils and exposures, and discover the quiet rhythm that defines Tuscan life.
Each day unfolds at a thoughtful pace: private tastings, time to explore medieval piazzas and artisan shops, and evenings that highlight the depth and elegance of Tuscan cooking—including a hands-on class celebrating regional culinary traditions. Between experiences, there’s time simply to savor being there—an afternoon espresso in a quiet square, a walk through vineyards, or a glass of wine in the garden at sunset.
🍷🇮🇹 Tuscany — April 26 – May 3, 2026
7 nights
Inclusions
7 nights accommodations in Tuscany (1 Florence + 3 Chianti Classico + 3 Tuscan Coast)
All hotel taxes
All ground transportation during the trip
Welcome wine reception
Daily breakfast
Four wine lunches
Four wine dinners
Meal taxes and gratuities
All scheduled wine tastings
Erica Archer as your professional wine guide
All admissions and sightseeing per the itinerary
Exclusions
Airfare or travel to and from Tuscany and our starting hotel location
Some meals are on your own. These are arranged around free time to explore nearby cafés, trattorie, and markets.
Pricing
€8,679 per person (double occupancy)
€2,500 single supplement
Optional Extension
🍷🇮🇹 Cinque Terre — May 3 – 6, 2026
3 nights
Northwest of Tuscany lies the Cinque Terre, a dramatic stretch of Ligurian coastline where five colorful villages cling to steep terraces above the sea. Vineyards are carved into the cliffs, supported by centuries-old stone walls, and the rhythm of life is shaped by fishing boats, seaside markets, and the changing colors of the Mediterranean.
In early May, the coast is vibrant—bright days, clear water, and vineyards glowing with new growth. Village lanes spill toward the sea, where cafés open onto sunlit terraces and local kitchens feature the region’s famous seafood, verdant pesto, and refreshing coastal wines.
Your stay begins in Monterosso al Mare at a waterfront hotel overlooking the Ligurian Sea, with time to explore neighboring Manarola, Riomaggiore, and other villages. Days balance exploration and ease: wander scenic paths between cliffside towns, enjoy fresh seafood by the sea, relax by the water with a glass of wine, or shop in artisan markets. One evening features a sunset boat cruise—the perfect way to experience the coastline where vineyards meet the sea.
Inclusions
3 nights’ accommodations in Monterosso al Mare
All hotel taxes
All ground transportation during the extension
Daily breakfast
Sunset boat cruise
One wine lunch
Two wine dinners
Meal taxes and gratuities
Erica Archer as your professional wine guide
All admissions and sightseeing per the itinerary
At the conclusion of the extension, group transportation is provided to Florence Airport with a noon arrival.
Exclusions
Airfare or travel following the trip
Some meals are on your own. These are arranged around time to explore seaside cafés, markets, and restaurants.
Pricing
€2,900 per person (double occupancy)
€1,000 single supplement
Reservations:
A deposit of $3,000 per person for the Tuscany trip and $1,000 per person for the Cinque Terre extension is required to secure your reservation. The remaining balance is due by January 1, 2026. Please note our cancellation policy and consider obtaining travel insurance in case of unforeseen circumstances.
Spaces are limited, and our trips fill up quickly. To reserve your spot or for more information, please contact Erica Archer at erica.archer@winewiseevents.com or call 207-619-4630.
Join us for an extraordinary journey through Tuscany and Cinque Terre, where exceptional wines, delectable cuisine, and rich cultural experiences await.
Your Sommelier
Archer is a true oenophile, having obtained high levels of certification in her field. In 2010, she was awarded the Wine Spirit and Education Trust Level Three Advanced Certification in Wines and Spirits (with merit), became a Sommelier in the American Court of Master Sommeliers, and received her Certified Wine Professional award from the Culinary Institute of America in St. Helena, California. Erica is the principal of Wine Wise, a wine education and events service, and is skilled at creating truly creative and memorable wine experiences that take guests beyond a typical tasting with her intimate understanding of what makes each wine unique. And she’ll do it with her trademark down-to-earth style.
CONDITIONS & RESPONSIBILITIES
This trip is guaranteed departure based on eight attendees.
Cancellations:
If you must cancel your trip reservation with us before 1/1/2026 there will be a $500.00 per person cancellation fee. There are no refunds after 1/1/2026 if we cannot fill your spots. We strongly urge you to consider taking travel insurance to help cover any unforeseen circumstances that may arise. For insurance information, please visit InsureMyTrip.
Rresponsibilities:
Wine Wise and Erica Archer accept no responsibility for any delayed departures or arrivals, missed connections, loss, damage, or injury to persons or property. We are not responsible for any extra costs incurred for required COVID testing and accommodations if you test positive and cannot leave the country until you are able to test negative. We reserve the right to change the itinerary and substitute arrangements of any equal value if circumstances warrant a change.








