Week-Long Cultural and Outdoor Adventure in Dubrovnik and Kotor

Day 1: Arrive in Dubrovnik

Dubrovnik, Croatia on August 24, 2025

3:00 PM

Check-in at Hotel Excelsior

This luxury hotel provides stunning views of the Adriatic Sea and is a perfect base for exploring Old Town.
USD300, 1 hour

5:00 PM

Explore Old Town

Wander through the UNESCO World Heritage Site with its cobbled streets, historic buildings, and the iconic City Walls.
USD20, 2 hours

7:30 PM

Dinner at Konoba Dubrava

Savor local Croatian dishes in a lovely garden setting. Try the lamb and homemade bread.
USD50, 1.5 hours
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Day 2: Cultural Exploration

Dubrovnik, Croatia on August 25, 2025

8:00 AM

Breakfast at Café Royal

Enjoy fresh pastries and coffee in a vibrant café atmosphere to start your day.
USD30, 1 hour

9:30 AM

Visit Fort Lovrijenac

A beautiful fortress that offers fantastic views of the city and great photo opportunities.
USD10, 1.5 hours

11:30 AM

Cable Car Ride

Get breathtaking panoramic views of Dubrovnik from the top of Mount Srđ.
USD25, 1.5 hours

1:00 PM

Lunch at Bota Šare

Indulge in fresh seafood with a focus on local ingredients. The oysters are a must-try!
USD60, 1.5 hours

3:00 PM

Kayaking Tour

A guided kayaking tour around the city walls and nearby islets for a different view of Dubrovnik.
USD50, 3 hours

6:30 PM

Dinner at Restaurant 360

A Michelin-starred restaurant with exquisite modern cuisine featuring local flavors.
USD150, 2 hours
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Day 3: Beach Day

Dubrovnik, Croatia on August 26, 2025

8:00 AM

Breakfast at the Hotel

Enjoy a buffet breakfast with a variety of dishes before heading out to the beach.
Included in hotel, 1 hour

9:30 AM

Relax at Banje Beach

Sunbathe or swim at the local beach with beautiful views of the Old Town.
Free, 4 hours

1:30 PM

Lunch at Eastwest Beach Club

Grab a light bite or cocktails at this beachside venue while enjoying the sea breeze.
USD50, 1.5 hours

3:00 PM

Wine Tasting Tour

Join a local wine tasting tour to sample some excellent Croatian wines and learn about their history.
USD60, 2 hours

6:00 PM

Dinner at Pile Gate Restaurant

Revel in family-style dining serving traditional Dalmatian dishes for a local experience.
USD40, 1.5 hours
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Day 4: Travel to Kotor

Kotor, Montenegro on August 27, 2025

8:00 AM

Breakfast at Hotel

Enjoy breakfast before checking out of Dubrovnik.
Included in hotel, 1 hour

9:30 AM

Travel to Kotor

Take a scenic drive through Montenegro's Bay of Kotor, renowned for its stunning landscapes.
USD60 (car rental), 2 hours

11:30 AM

Check-in at Astoria Hotel

A charming hotel located in the heart of Kotor's Old Town, perfect for exploring the area.
USD200, 1 hour

1:00 PM

Lunch at Konoba Scala Stara

Try traditional Montenegrin dishes, especially the seafood specialties.
USD45, 1.5 hours

3:00 PM

Visit Kotor Fortress

Climb up to the fortress for breathtaking views of Kotor and its surrounding mountains.
USD8, 2 hours

6:00 PM

Dinner at Restaurant Galion

Experience fine dining with fresh Mediterranean cuisine and stunning views of the bay.
USD90, 1.5 hours
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Day 5: Outdoor Adventures

Kotor, Montenegro on August 28, 2025

8:00 AM

Breakfast at Hotel

Enjoy a hearty breakfast to fuel your day of outdoor activities.
Included in hotel, 1 hour

9:30 AM

Hiking Tour in the Bay of Kotor

Join a guided hiking tour through the stunning landscapes, ideal for nature lovers.
USD70, 4 hours

1:30 PM

Lunch at Caffe Pina

Enjoy a light and refreshing meal, perfect after a long hike.
USD35, 1 hour

3:00 PM

Visit Perast

Explore the picturesque town of Perast, including a boat trip to Our Lady of the Rocks.
USD30, 3 hours

7:00 PM

Dinner at Mondo Restaurant

Taste a variety of dishes from traditional to international cuisine in this modern venue.
USD60, 1.5 hours
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Day 6: Relax and Explore

Kotor, Montenegro on August 29, 2025

8:00 AM

Breakfast at Hotel

Enjoy another delightful hotel breakfast to start the day right.
Included in hotel, 1 hour

10:00 AM

Visit St. Tryphon Cathedral

Experience the stunning architecture and history of this iconic Kotor landmark.
USD5, 1 hour

11:30 AM

Leisurely Stroll in Old Town

Take in the charming streets filled with shops, cafes, and local artisans at your own pace.
Free, 2 hours

1:30 PM

Lunch at Trattoria D'Agostino

Taste delicious homemade pasta and local wines in this cozy trattoria.
USD50, 1.5 hours

3:00 PM

Boat Tour Around Bay

Enjoy a scenic boat tour of the Bay of Kotor, offering beautiful coastal views.
USD40, 2 hours

6:00 PM

Final Dinner at Café de Sade

A romantic dining spot featuring exceptional French cuisine and a beautiful ambiance.
USD75, 1.5 hours
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Day 7: Return to Chicago

Kotor, Montenegro on August 30, 2025

8:00 AM

Breakfast at Hotel

Enjoy your farewell breakfast before checking out.
Included in hotel, 1 hour

9:30 AM

Check out and travel to Dubrovnik Airport

Leave Kotor behind and return to Dubrovnik for your flight.
USD60 (car rental), 1.5 hours

12:30 PM

Flight from Dubrovnik to Chicago O'Hare

Board your flight back to Chicago, concluding an unforgettable trip.
USD1200 (for two tickets), Approx. 12 hours including time difference.
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