Rhodes is a city made for walking. Its medieval Old Town is a maze of cobblestone streets, ancient ruins, and lively squares, all packed with stories from centuries past. Whether you’re wandering through the Jewish Quarter, exploring the Palace of the Grand Master, or just soaking in the atmosphere, Rhodes offers plenty of options for walkers who want to go beyond the typical sightseeing bus. Many of our favorite experiences highlight the island’s historic architecture, local culture, and delicious food, with some tours focusing on specific interests like Jewish heritage or wine tasting. We especially like tours that combine storytelling with intimate group sizes, like the Rhodes Old Town Walking Tour, which offers a detailed journey through the city’s medieval heart.
If you prefer a more relaxed pace or are traveling with seniors, there are private options that minimize walking while still hitting key sights, such as the Private Tour for Seniors in Rhodes. For those interested in discovering Rhodes’ culinary delights, there’s even a Walking Food Tour that combines walking with tastings of local specialties. Whatever your style, Rhodes offers a walking experience that will bring its streets and stories to life.
1. Rhodes Old Town Walking Tour (Small Group)

At number 1 on our list, the Rhodes Old Town Walking Tour is a standout for its comprehensive coverage of Rhodes’ historic core. For around $83, you get roughly 3 hours of guided exploration led by a knowledgeable local English-speaking guide. The tour concentrates on the main highlights of the Old City, including the Jewish Quarter, Ippokratous Square, and the famous Street of the Knights. Your guide will share medieval legends and anecdotes, bringing to life the layers of Greek, Roman, Byzantine, and Knights of St. John influences that shape Rhodes’ character today.
What makes this tour special is its mixture of major landmarks and lesser-known stories—like the tales behind the Grand Master Palace and the archaeological museum. It’s perfect for first-time visitors who want a solid overview. Although admission tickets aren’t included, the highlights are accessible and well-explained. Reviewers praise the tour for being both informative and fun, with one saying, “George made history come alive with his stories.” The tour is best suited for travelers who love history and want a deep dive into Rhodes’ medieval streets in a manageable timeframe.
Bottom line: A detailed, well-organized introduction to Rhodes Old Town, ideal for those wanting a structured walk that covers the essential sights.
2. PRIVATE TOUR FOR SENIORS IN RHODES – NO EXTENSIVE WALKING

Number 2 on our list is this private, tailored experience designed for travelers who prefer a relaxed pace. Costing about $370 for up to 4 people, it offers a 5-hour itinerary with minimal walking. Your private guide will pick you up from your hotel or the port, and you’ll explore key sites like the Colossus of Rhodes, which is represented by the bronze deer statues at Mandraki Harbor—symbolic landmarks you can admire with just a few steps from your vehicle.
The tour includes a drive to the Acropolis of Rhodes at Monte Smith, where you can enjoy panoramic views without climbing. The highlight is the drive along the coast, with stops at Elli Beach and scenic viewpoints overlooking the sea, giving a sense of Rhodes’ geography and maritime history. Guests rave about how flexible and comfortable this option is, with one reviewer saying, “Michael made the trip enjoyable and effortless—perfect for a relaxing day.”
This tour is ideal for mature travelers or those with mobility concerns, offering a rundown without the fatigue of long walks. You get personalized attention and a chance to customize your experience.
Bottom line: Perfect for travelers who want to see Rhodes with comfort and flexibility, blending scenic drives with light sightseeing.
3. Rhodes: Guided Walk and Wine Tasting Tour in Medieval Town

Number 3 blends history with the flavors of modern Greece. For $531, your group up to 4 can enjoy a 4-hour tour that combines a guided walk through the medieval streets with a wine tasting experience. The tour includes a visit to the Palace of the Grand Master, where your licensed guide will share stories behind this magnificent fortress.
What sets this experience apart is the pairing of cultural exploration with local wine. The visit to the Inn of Auvergne inside the medieval town offers a chance to sample Greek wines alongside lunch—a perfect way to relax after wandering the narrow streets. Along the walk, you’ll see landmarks like the Street of the Knights and the Archaeological Museum.
Guests have praised the tour for its combination of educational storytelling and sensory delights. It’s best suited for those who want a deeper cultural experience, combining sightseeing with a leisurely meal and wine. The tour’s comprehensive nature means it’s a good value if you’re keen on indulging in Rhodes’ culinary side.
Bottom line: A unique blend of medieval sightseeing and wine tasting, ideal for foodies and culture lovers who want a relaxed but engaging day.
4. Jewish Quarter and Museum Walking Tour of Rhodes Old Town

Number 4 offers an intimate look at Rhodes’ Jewish heritage. At just about 1.5 hours and costing $106, this tour takes you through the narrow lanes of La Juderia, with a focus on Jewish history and culture. Your guide will lead you to significant sites like the Kahal Kadosh Shalom Synagogue, the Jewish Museum, and the Holocaust memorial.
This tour stands out for its depth of storytelling and the ability to connect Jewish history with Rhodes’ broader past. Visitors find it moving and insightful; one reviewer mentioned, “Hearing about the Jewish community’s story made me appreciate the diversity of Rhodes even more.” The synagogue visit includes an admission ticket, and the museum offers artifacts that illustrate centuries of Jewish life on the island.
Ideal for travelers interested in cultural history and migration stories, this tour offers a focused but impactful experience. The compact nature makes it accessible even for those with limited mobility.
Bottom line: A meaningful introduction to Rhodes’ Jewish community, perfect for history enthusiasts and cultural explorers.
5. Walking Food Tour in the Medieval Town of Rhodes

Number 5 is for food lovers. For $429 for your group, this 4-hour walking tour combines tasting local specialties with exploring the medieval streets. Led by a charismatic guide, Nicole, the tour visits various restaurants and street vendors, sampling spices, sweets like Melekouni, and enjoying Greek coffee.
What makes this tour special is its focus on authentic flavors—you’ll taste Meze, ouzo, and local wines—and its ability to connect culinary traditions directly to the streets you walk. Guests praise Nicole for her authentic style and deep knowledge, with one reviewer noting, “She showered us with surprises, making this a truly memorable experience.” The walk through the city’s historic quarters adds context to each tasting, making it more than just a meal.
This tour is best suited for those who want an interactive, flavorful experience that combines sightseeing with gourmet discoveries. The price reflects the inclusion of multiple tastings, and it’s a good option if you want to indulge in Greek cuisine while learning about local culture.
Bottom line: A delightful way to combine walking, culture, and food—ideal for culinary travelers who want to taste Rhodes beyond the usual.
6. Rhodes: Old Town Walking Tour with a Private Guide

Number 6 offers a personalized experience with a private guide. For a variable price (check for details), the 2-hour tour explores the medieval streets of Rhodes’ Old Town, including highlights like the Palace of the Grand Master and the Archaeological Museum. The tour also includes a visit to the Lindos Acropolis with panoramic views and a quick stop at the Valley of the Butterflies.
While reviews are mixed, the appeal lies in the customized itinerary and private attention. It’s well-suited for travelers who want to tailor their visit or focus on specific sites. The tour offers a flexible schedule, making it a good choice for those with limited time or specific interests.
However, note that the reviews suggest variable experiences, so clarifying what’s included before booking is wise. It’s a good choice if you want a bespoke tour that adapts to your interests.
Bottom line: A flexible, private option for personalized sightseeing, best for travelers who prefer a custom approach over a standard group tour.
7. Rhodes: Sightseeing Walking Tour in Jewish Quarter of Rhodes

Number 7 is a comprehensive 4-hour tour focusing on Rhodes’ Jewish community and UNESCO-listed Old Town. Starting at the Palace of the Grand Master, the tour includes visits to the Jewish Quarter, the Square of the Martyred Jews, and the Jewish Museum.
This guided walk is detailed and engaging, with an emphasis on history, culture, and architecture. The guide will explain the significance of each site, tying in stories of the Jewish population’s resilience. One reviewer called it “a very insightful and meaningful tour,” praising the depth of information and the inclusion of iconic sites.
It’s well suited for travelers wanting a rundown of Jewish heritage in Rhodes along with the medieval cityscape. The detailed itinerary makes it a good value for those interested in history-rich experiences.
Bottom line: An in-depth look at Rhodes’ Jewish history, ideal for those who want a thorough exploration of the community’s story.
How to Choose the Right Walking Tour in Rhodes
When deciding between these tours, consider your interests, mobility, and time availability. The Rhodes Old Town Walking Tour is perfect for history buffs wanting a thorough overview, while the Private Tour for Seniors offers a more relaxed experience with less walking. For those interested in local flavors, the Walking Food Tour combines culinary delights with sightseeing. If you’re keen on a personalized experience, the private guide option might be right, but verify the reviews to ensure satisfaction. Finally, for deep dives into Jewish heritage, Tours #4 and #7 offer meaningful insights.
Booking early is wise, especially for popular tours or private options. Consider your fitness level, especially if planning to visit sites like Lindos or the Acropolis, which may involve some walking or climbing.
Final Thoughts
Rhodes offers a variety of engaging walking experiences, from structured group tours to personalized private excursions. If you want a detailed overview of the medieval Old Town, the Rhodes Old Town Walking Tour is a top pick. For a more relaxed, tailored day, the private tour for seniors provides comfort without sacrificing key sights. Food lovers will enjoy the Walking Food Tour for its delicious tastings.
No matter which tour you choose, Rhodes’ narrow streets, ancient walls, and vibrant history make it a destination worth walking through. Booking early guarantees a spot, especially during peak season, so plan ahead and get ready to explore this historic island step by step.