Wine and Medieval History Private Tour in Rhodes

Walk the best-preserved medieval street in Europe, then taste modern Greek wines

A half-day private tour of Rhodes combines the medieval old town (a UNESCO World Heritage Site enclosed by double walls) with a wine tasting and light lunch. You walk through the Palace of the Grand Masters, wander the Street of the Knights, and sample Greek wines chosen to show why the country's wine scene is gaining recognition.

Step-by-step itinerary

Stops and time at each

1. Medieval City of Rhodes2h
2. Palace of the Grand Master of the Knights of Rhodes1h
3. Street of the Knights15m

Explore medieval Rhodes and wine tasting

• Visit Rhodes Old Town UNESCO site
• Tour Palace of the Grand Masters
• Walk along Street of the Knights

The experience

Four hours takes you through Rhodes Town's old quarter, a medieval time capsule built by the Knights of St. John and sealed behind a deep moat and lofty double walls. The Palace of the Grand Masters anchors the tour: a 14th-century fortified castle restored in the 1930s, now a museum where you move through rooms of medieval furniture, elaborate mosaics, and archaeological finds from across the island. The Street of the Knights follows: the best-preserved medieval street in Europe, where the architecture and layout have survived centuries largely unchanged.

The wine tasting sits at the heart of the second half. You sample modern Greek wines, the kind that are reshaping how the world sees Greek wine regions. A light lunch of cheese and cold cuts rounds out the experience, giving you time to settle into the flavors and talk through what you're tasting with your guide. The guide speaks English, Spanish, Italian, French or one additional language, and holds a license to lead in Rhodes.

This is a private tour, so the pace and stops stay yours alone. No fixed group schedule means you can linger at the Palace or ask deeper questions about the wines without waiting for others to catch up.

What’s included

• Walking tour through the medieval Town of Rhodes.
• entry to the Palace of the Grand Masters.
• wine tasting.
• light lunch with cheese and cold cuts platter.
• knowledgeable licensed guide in your choice of language.

Before you book

Days and timesEvery dayDepartures at 09:00, 13:00 and 17:00

Book up to12h before

AgesAdult (18 to 90 years) · Youth (12 to 17 years) · Child (under 12)

GroupPrivate

Live guideEnglish, Spanish, French, German and Italian

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

Prices and times updated 15 days ago

Good to know

Easy physical levelStroller friendlyPets welcomePublic transport nearbyNot for pregnant travelers

Operated by Rhodes Experience

Is this one for you?The tour starts in Rhodes Town's old quarter and stays on foot, so you don't need a car or a ride arranged separately. It works whether you're staying in the old town or elsewhere on the island and can reach it by public transport or taxi.

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Top questions

What languages is the guide in?

Live guide in English, Spanish, French, German and Italian.

Can children come?

Yes. Ticket types: Youth (12 to 17 years); Child (under 12).

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What is the Street of the Knights like to walk through?

The Street of the Knights is the best-preserved medieval street in Europe, lined with the original architecture and layout from the era of the Knights of St. John. You walk it as part of the tour through Rhodes' old town, seeing how the medieval city was actually built and lived in.

What does the Palace of the Grand Masters show you inside?

The Palace of the Grand Masters is a 14th-century fortified castle with rooms displaying medieval furniture, elaborate mosaics, and archaeological exhibits from across Rhodes. The 1930s restoration preserved the structure while making it a museum you can move through at your own pace.

What kind of wines do you taste on this tour?

You taste modern Greek wines selected to show why Greek wine regions are becoming popular internationally. The tasting is paired with a light lunch of cheese and cold cuts, giving you time to explore the flavors with your guide.

Does this tour include transportation to the old town?

The tour is private and focuses on the medieval old town itself. Public transportation options are available nearby if you need to reach the starting point, but private transportation to the tour is not included.