The Old Captain's Smile Tour in Kotor - Discovering the Charm of Perast

The Old Captain’s Smile Tour in Kotor

Discover the beauty of Kotor, Perast, and Our Lady of the Rocks on this private 4-hour tour with expert guides, stunning views, and rich stories.

The Old Captain’s Smile Tour in Kotor offers an engaging journey through some of Montenegro’s most captivating sights. Priced at $323.91 per group (up to 2 people), this 4-hour private experience is perfect for those who want a personalized exploration of Kotor, Perast, and the iconic Our Lady of the Rocks. With pickup included and all fees covered, this tour provides a seamless way to discover Montenegro’s charming coastal towns and their stories.

This tour is highly booked, with an average reservation 92 days in advance, indicating its popularity among travelers seeking a well-organized and memorable day in Montenegro. The expert guide leads you through narrow cobbled streets, stunning bays, and historical landmarks, making it suitable for most visitors who prefer a private, in-depth experience without the hassle of group crowds.

While the tour covers rich historical sites and scenic views, it does not include lunch or drinks. Travelers should plan accordingly for personal purchases. The tour’s thoughtfully paced itinerary balances sightseeing and storytelling, making it a rewarding choice for those interested in Montenegro’s local culture and history.

Key Points

The Old Captain's Smile Tour in Kotor - Key Points

  • Private 4-hour tour in Kotor, Perast, and Our Lady of the Rocks
  • All fees and taxes included, with boat transfer to the island
  • Expert local guide sharing stories of history, architecture, and families
  • Pickup offered for a smooth start to the experience
  • Stunning scenery of the bay, old towns, and the man-made island
  • Suitable for most travelers, with most participants able to join

Exploring Kotor’s Ancient Old Town

The Old Captain's Smile Tour in Kotor - Exploring Kotor’s Ancient Old Town

The tour begins in Kotor, a UNESCO World Heritage site, where the 2000-year-old city reveals its secrets through a leisurely walk. The guide takes you through the cobblestone streets of the historic quarter, highlighting well-known squares like Square of Milk, Square of Salad, and Square of Timber. These spots are not just picturesque but also steeped in local stories, old churches, and traditional customs.

Expect to spend about 1 hour and 30 minutes exploring Kotor’s architectural charm. The guide’s storytelling brings to life the history of prominent families, religious sites, and the city’s strategic importance over centuries. This segment is ideal for history enthusiasts and those who appreciate walking through vibrant, centuries-old streets.

Discovering the Charm of Perast

The Old Captain's Smile Tour in Kotor - Discovering the Charm of Perast

After exploring Kotor, the tour moves to Perast, a town that enchants visitors with its distinctive architecture and tranquil atmosphere. The crystal-clear water reflecting steep, rocky mountains creates a picture-perfect setting. The town’s old stone houses, once belonging to local millers and captain families, evoke a sense of tradition and maritime history.

In Perast, the scenery is truly memorable: fishermen gather mussels from their farms, while seagulls rest on rooftops. The town’s ambiance emphasizes a slower, peaceful pace and is a favorite among travelers for its authenticity and beauty. The visit lasts about 1 hour, providing enough time to soak in the views and explore the narrow streets at your own pace.

Visiting the Man-Made Island of Our Lady of the Rocks

One of the tour’s highlights is the visit to Our Lady of the Rocks, a man-made island that stands out in the bay. The boat transfer to this island is included in the tour, offering a scenic ride across calm waters. The church on the island is not just a religious site but a symbol woven into the local community’s life.

The church and the island tell stories of craftsmanship, faith, and local traditions. Visitors can admire the wrought ironwork, paintings, and religious artifacts inside the church, which reflect the deep connection between the residents and their island. This stop lasts approximately 45 minutes, giving ample opportunity to explore and appreciate the island’s unique history.

The Logistics of the Tour Experience

The Old Captain's Smile Tour in Kotor - The Logistics of the Tour Experience

The private transportation ensures comfort and convenience from start to finish. The pickup option simplifies the logistics, especially for travelers staying outside the city center. All fees and taxes are included, such as Kotor city tax, boat transfer fees, and entry to Our Lady of the Rocks.

Since this is a private tour, only your group participates, allowing for a flexible and personalized experience. The tour is accessible to most travelers, with no specific physical requirements mentioned, making it a practical choice for families, couples, and small groups seeking a tailored exploration.

The Pace and Duration of the Tour

Spanning roughly 4 hours, the tour balances walking, boat rides, and sightseeing without feeling rushed. The pacing is considered well-managed, with stops at key locations that offer enough time to appreciate each site while maintaining a steady flow. The most time is spent in Kotor, with subsequent visits to Perast and the island providing scenic and cultural highlights.

The timing allows travelers to enjoy a rundown of the Bay of Kotor area, perfect for those with limited time but who want a rich experience.

Why this Tour Stands Out

The Old Captain's Smile Tour in Kotor - Why this Tour Stands Out

The Old Captain’s Smile Tour distinguishes itself with its personalized approach and focus on local stories. The expert guides are praised for their knowledge, making each stop engaging and informative. The inclusion of boat transfer to Our Lady of the Rocks adds a special dimension, offering a scenic perspective of the bay.

Another standout feature is the balance of sightseeing, storytelling, and comfortable pacing, ensuring the experience feels leisurely yet comprehensive. The high ratings from previous participants, all at 5.0, attest to the quality and appeal of this private tour.

Who Will Appreciate This Tour?

The Old Captain's Smile Tour in Kotor - Who Will Appreciate This Tour?

This experience suits travelers who value private, guided visits with a focus on local culture and history. It is ideal for those who want a customized small-group experience in Montenegro’s coastal towns. The tour is suitable for most ages and physical levels, given its manageable pace and varied activities.

Those interested in architecture, maritime history, and scenic views will find this tour particularly rewarding. However, travelers should note that lunch and drinks are not included, so plan accordingly if you want to enjoy local cuisine afterward.

Final Thoughts on the Old Captain’s Smile Tour

The Old Captain’s Smile Tour offers a well-rounded, personalized look at Kotor, Perast, and Our Lady of the Rocks. Its private format, expert guides, and thoughtfully curated itinerary make it a standout choice for visitors seeking an intimate and informative discovery of Montenegro’s coast.

While it does not include meals, the included boat transfer and comprehensive sightseeing make it a valuable experience. The consistent 5-star reviews highlight its reliability and quality. Travelers who enjoy history, architecture, and scenic landscapes will find this tour a rewarding addition to their Montenegro visit.

✨ Book This Experience

The Old Captain’s Smile Tour in Kotor



5.0

(6 reviews)

100% 5-star

“What a wonderful day in Montenegro with Ana! She was a fabulous guide and showed us all the beautiful places to see in this gem of a country. Her …”

— A Tripadvisor Reviewer, Apr 2025

Frequently Asked Questions

Is this tour suitable for children?
While specific age restrictions are not listed, the tour’s manageable pace and walking segments make it suitable for most children, especially with supervision.

Does the tour include lunch or drinks?
No, food and drinks are not included. Personal purchases are at guests’ expense.

How long does each stop last?
Kotor’s old town is explored for about 1 hour and 30 minutes, Perast for 1 hour, and Our Lady of the Rocks for 45 minutes.

Is the tour accessible for people with limited mobility?
The data does not specify accessibility details, but since walking on cobbled streets is involved, some mobility considerations may apply.

What is the maximum group size?
The tour is private for up to 2 people, making it intimate and flexible.

Can I cancel the tour?
Yes, free cancellation is available up to 24 hours before the scheduled start.

What is the price?
The cost is $323.91 per group, including all fees and taxes.

How do I book the tour?
Booking can be done in advance, with most reservations made approximately 92 days ahead. Contact details for the provider are on the booking platform.

Who leads the tour?
The tour is conducted by Private Tours Montenegro w/ Ana, known for knowledgeable and engaging guides.

What makes this tour different from others in Kotor?
Its private nature, storytelling focus, and inclusion of boat transfer to Our Lady of the Rocks** set it apart from larger group tours.