Romantic 12-Day Honeymoon Itinerary: Positano, Sicily, and Greece

Day 1: Arrive in Positano

Positano, Italy

2:00PM

Check-In at Hotel

Arrive and settle into your charming hotel with breathtaking views of the coast, like Le Sirenuse.
Walking distance from most hotels in Positano.
EUR450 per night, 1 hour

3:30PM

Explore Positano's Beach

Relax on the famous Spiaggia Grande beach, soaking in the sun and the magic of the Amalfi Coast.
Walk down Via Cristoforo Colombo to the beach.
Free, 2 hours

6:00PM

Dinner at Chez Black

Enjoy a romantic dinner by the sea, specializing in fresh seafood and pizza.
Located on the beach in Spiaggia Grande.
EUR80 for two, 2 hours
View Hotel Availability

Day 2: Explore Positano

Positano, Italy

8:00AM

Breakfast at Casa Evasio

Indulge in a delicious Italian breakfast including pastries and fresh cappuccino.
Short walk from most hotels.
EUR20 for two, 1 hour

9:30AM

Hike the Path of the Gods

Take a scenic hike with stunning views overlooking the coastline; perfect for a romantic outing.
Start at Bomerano, a bus ride from Positano.
Free, 3 hours

1:00PM

Lunch at Ristorante La Terra

Enjoy local Italian flavors while overlooking the stunning views of Positano.
Located near the beach.
EUR60 for two, 1.5 hours

3:00PM

Boat Tour of the Amalfi Coast

Experience the breathtaking coast from the water on a private boat tour.
Meet at the harbor; book in advance.
EUR350 for two, 3 hours

7:00PM

Sunset Cocktails at Franco's Bar

Sip on creative cocktails while enjoying remarkable sunset views.
A short walk up the hill from the beach.
EUR30 for two, 1 hour

8:30PM

Dinner at Zass

Dine at the Michelin-starred restaurant, featuring local ingredients and modern Italian cuisine.
Located at Il San Pietro di Positano hotel.
EUR150 for two, 2 hours
View Hotel Availability

Day 3: Relax in Positano

Positano, Italy

8:30AM

Breakfast at Collina Bakery

Enjoy freshly baked pastries to kick-start your day.
Short walk into town.
EUR15 for two, 1 hour

10:00AM

Visit the Church of Santa Maria Assunta

Explore the lovely architecture and frescoes in this picturesque church.
Located in the heart of Positano.
Free, 1 hour

12:00PM

Lunch at Ristorante Covo dei Saraceni

Savor exquisite Mediterranean dishes in a beautiful setting.
Near the beach.
EUR70 for two, 1.5 hours

2:00PM

Shopping in Positano

Stroll through charming boutiques featuring handmade sandals and local art.
Walking distance from your hotel.
Varies, 2 hours

5:00PM

Spa Session at Le Sirenuse

Relax with a couples' massage at this exquisite spa to recharge for the next adventure.
In your hotel.
EUR200 for two, 2 hours

8:00PM

Dinner at Da Vincenzo

Enjoy a cozy, homestyle dinner at one of Positano’s most popular local spots.
Short walk from the beach.
EUR40 for two, 1.5 hours
View Hotel Availability

Day 4: Travel to Palermo

Palermo, Sicily

7:00AM

Departure from Positano

Check out and travel back to Naples for your short flight to Palermo.
Private transfer from hotel to Naples airport.
EUR200, 2 hours

10:00AM

Arrive and Check-In at Hotel Villa Igiea

Settle into the luxury surroundings of Hotel Villa Igiea, enjoying the views of the bay.
Short transfer from Palermo airport.
EUR300 per night, 1 hour

12:00PM

Lunch at Antica Focacceria San Francesco

Taste authentic Sicilian street food in a historic setting.
Located in the city center.
EUR30 for two, 1.5 hours

2:00PM

Explore Palermo Cathedral

Discover this breathtaking cathedral and its mix of architectural styles.
Walking distance from the lunch spot.
Free, 1 hour

4:00PM

Visit Palazzo dei Normanni

Explore the stunning interior of the Norman Palace and the Palatine Chapel.
Short walk from the cathedral.
EUR10 for two, 1.5 hours

6:00PM

Aperitivo at Bar Marocco

Relax and sip on local wine or a spritz while enjoying small bites.
Close to your hotel.
EUR20 for two, 1 hour

8:00PM

Dinner at Osteria dei Vespri

Savor Sicilian cuisine in a romantic atmosphere with a view of the canal.
In central Palermo.
EUR100 for two, 2 hours
View Hotel Availability

Day 5: Explore Palermo

Palermo, Sicily

8:00AM

Breakfast at Pasticceria Cappello

Enjoy some of Palermo’s best pastries paired with strong Italian coffee.
Walking distance from your hotel.
EUR20 for two, 1 hour

9:30AM

Visit the Capuchin Catacombs

Explore this unique and eerie site filled with mummified remains.
Short taxi ride from the bakery.
EUR8 for two, 2 hours

12:00PM

Lunch at Focacceria San Francesco

Dig into a classic Sicilian sandwich for lunch while enjoying the local atmosphere.
Short walk from the catacombs.
EUR20 for two, 1 hour

2:00PM

Explore the Teatro Massimo

Take a guided tour of one of the largest opera houses in Europe, famous for its stunning architecture.
Short walk from lunch.
EUR10 for two, 1.5 hours

4:00PM

Relax at the Foro Italico

Walk through the seafront park and enjoy the beautiful views of the bay.
15-minute walk from Teatro Massimo.
Free, 1.5 hours

6:00PM

Aperitivo at Il Caffè di Nonna Rosa

Sip on delicious cocktails while snacking on traditional appetizers.
Walking distance from the park.
EUR30 for two, 1 hour

8:00PM

Dinner at Ristorante Trattoria Al Castello

Enjoy rustic Sicilian cuisine with a stunning view of the city.
Located close to your hotel.
EUR70 for two, 2 hours
View Hotel Availability

Day 6: Travel to Taormina

Taormina, Sicily

8:00AM

Check-Out and Transfer to Taormina

Prepare for a scenic drive to the beautiful hilltop town of Taormina.
Rent a car or take a private transfer.
EUR150, 2 hours

10:00AM

Check-In at Hotel Belmond Grand Hotel Timeo

Arrive in Taormina and check into this luxurious hotel with unbeatable views.
Located in Taormina town center.
EUR400 per night, 1 hour

11:30AM

Lunch at Ristorante Il Barcaiolo

Enjoy a wonderful seafood lunch with a view of the bay.
Located on Isola Bella beach.
EUR60 for two, 1.5 hours

1:00PM

Visit Greek Theatre

Explore the exquisite ancient Greek Theatre with spectacular views of Mount Etna.
Walking distance from your hotel.
EUR16 for two, 1.5 hours

3:00PM

Stroll Through Taormina's Streets

Wander the picturesque streets filled with charming shops and beautiful architecture.
Walking distance from the theatre.
Free, 2 hours

5:00PM

Relax at Isola Bella

Spend some time on this beautiful beach, perfect for swimming and sunbathing.
Take a short walk to the beach.
Free, 2 hours

7:00PM

Dinner at Ristorante La Capinera

Enjoy Michelin-starred dining featuring local flavor.
Located just outside the center of Taormina.
EUR120 for two, 2 hours
View Hotel Availability

Day 7: Discover Taormina

Taormina, Sicily

8:00AM

Breakfast at Hotel

Savor a delicious breakfast at your hotel's terrace with views of the coast.
In your hotel.
Included, 1 hour

9:30AM

Visit Villa Comunale

Stroll through the beautiful public gardens overlooking the coastline.
A short walk from your hotel.
Free, 1 hour

11:00AM

Cable Car to Mazzarò Beach

Take the scenic cable car down to the beach for a relaxing beach day.
Cable car station is easily accessible.
EUR6 for two, 30 minutes

12:00PM

Lunch at Ristorante La Spiaggia

Relax seaside while enjoying delicious local cuisine.
Located on Mazzarò Beach.
EUR70 for two, 1.5 hours

2:00PM

Swim and Relax at Mazzarò Beach

Spend the afternoon swimming and soaking in the sun.
Enjoy accessibility from the restaurant.
Free, 3 hours

5:30PM

Return to Taormina

Take the cable car back up and enjoy a leisurely evening stroll.
Walk to the cable car station.
EUR6 for two, 30 minutes

7:00PM

Dinner at Trattoria Il Giardino dei Limoni

Delight in traditional Sicilian cuisine in a cozy atmosphere.
A short walk from your hotel.
EUR50 for two, 2 hours
View Hotel Availability

Day 8: Travel to Santorini

Santorini, Greece

7:00AM

Check-Out and Fly to Santorini

Depart Taormina early to catch your flight to Santorini.
Rent a car to Catania Airport for your flight.
EUR100, 2 hours

10:00AM

Arrive and Check-In at Canaves Oia Hotel

Check into your luxurious hotel that offers stunning views of the caldera.
Short transfer from Santorini Airport.
EUR500 per night, 1 hour

12:00PM

Lunch at Oia Vineyart

Enjoy a casual lunch featuring local products and a beautiful view.
Located in Oia, a short walk from your hotel.
EUR40 for two, 1.5 hours

2:30PM

Explore Oia Village

Wander through the famous streets of Oia, known for its stunning sunsets and iconic white buildings.
Walking distance from your hotel.
Free, 3 hours

6:00PM

Sunset at Oia Castle

View the breathtaking sunset from the iconic Oia Castle, known for its magical evening light.
Short walk from your exploration.
Free, 1 hour

8:00PM

Dinner at Restaurant 1800

Dine in style with delicious traditional Greek cuisine in a romantic ambiance.
Located in Oia.
EUR80 for two, 2 hours
View Hotel Availability

Day 9: Explore Santorini

Santorini, Greece

8:00AM

Breakfast at Hotel

Enjoy breakfast on your terrace overlooking the caldera.
In your hotel.
Included, 1 hour

9:30AM

Visit Ancient Akrotiri

Explore the fascinating ruins of this ancient Minoan settlement.
Short drive from your hotel.
EUR12 for two, 1.5 hours

11:30AM

Red Beach

Relax at the famous Red Beach known for its striking red cliffs.
Short drive from Akrotiri.
Free, 2 hours

1:30PM

Lunch at Taverna Katina

Enjoy freshly caught seafood right by the beach.
Located at Red Beach.
EUR60 for two, 1.5 hours

3:00PM

Wine Tasting at Santo Wines

Sample exquisite local wines while enjoying panoramic views of the island.
Drive to the winery near Pyrgos.
EUR40 for two, 2 hours

6:00PM

Return to Hotel & Relax

Spend some time rejuvenating at your hotel pool, soaking in the sunset views.
Short drive back to your hotel.
Free, 2 hours

8:00PM

Dinner at Aktaion Restaurant

Dine with a view of the caldera while enjoying a mix of traditional and modern Greek dishes.
Located in Fira, a short taxi ride.
EUR70 for two, 2 hours
View Hotel Availability

Day 10: Travel to Mykonos

Mykonos, Greece

7:00AM

Check-Out and Ferry to Mykonos

Depart your fabulous hotel and take the ferry to the vibrant island of Mykonos.
Book ferry tickets in advance; the port is located in Fira.
EUR80 for two, 2 hours

9:00AM

Arrive and Check-In at Mykonos Grand Hotel

Settle into your luxurious beachfront hotel and enjoy some leisure time.
Located near Agios Ioannis beach.
EUR400 per night, 1 hour

11:00AM

Lunch at Hippie Fish

Savor fresh seafood in a trendy beach setting.
Short walk from the hotel.
EUR80 for two, 2 hours

1:30PM

Relax at Agios Ioannis Beach

Spend a relaxing afternoon at the beach, soaking up the sun and enjoying the crystal-clear waters.
Access from your hotel.
Free, 3 hours

4:30PM

Explore Mykonos Town

Stroll through the charming streets of Mykonos town, full of vibrant shops and cafes.
A short taxi ride from the beach.
Free, 2 hours

7:00PM

Sunset Cocktails at Kato Myli

Enjoy drinks with a view of the famous windmills.
Located near Mykonos Town.
EUR40 for two, 1.5 hours

9:00PM

Dinner at M-eating Restaurant

Indulge in innovative Greek cuisine in a romantic setting.
A short walk from your sunset spot.
EUR100 for two, 2 hours
View Hotel Availability

Day 11: Relax in Mykonos

Mykonos, Greece

8:00AM

Breakfast at Hotel

Enjoy a leisurely breakfast at your hotel with a view of the Aegean Sea.
In your hotel.
Included, 1 hour

9:30AM

Visit Delos Island

Take a ferry excursion to the sacred island of Delos, rich in ancient history.
Book the ferry in advance; it's a short boat ride.
EUR60 for two, 4 hours

2:00PM

Lunch at Mamas House

Savor classic Greek dishes in a friendly atmosphere.
Back on Mykonos; a short drive from the port.
EUR50 for two, 1.5 hours

3:30PM

Relax at Ornos Beach

Spend the afternoon on this tranquil beach, perfect for water sports or lounging.
Taxi ride from lunch.
Free, 3 hours

6:30PM

Return to Hotel and Freshen Up

Arrive back at your hotel to prepare for dinner.
Taxi back to the hotel.
EUR20, 1 hour

8:00PM

Dinner at Koursaros

Enjoy a delightful seafood dinner with a twist, featuring fresh local ingredients.
Close to Mykonos Town.
EUR80 for two, 2 hours
View Hotel Availability

Day 12: Final Day in Athens

Athens, Greece

7:00AM

Check-Out and Fly to Athens

Depart Mykonos and catch your morning flight to Athens.
Book in advance; it's a short flight.
EUR60 for two, 1 hour

9:00AM

Check-In at Electra Metropolis Athens

Settle into your stunning hotel located near Syntagma Square.
Short drive from Athens airport.
EUR200 per night, 1 hour

10:30AM

Visit the Acropolis

Explore the iconic Acropolis, an essential visit that encapsulates the history of Greece.
A short walk from your hotel.
EUR40 for two, 2 hours

1:00PM

Lunch at Strofi

Enjoy traditional Greek food with incredible views of the Acropolis.
Walking distance from the Acropolis.
EUR60 for two, 1.5 hours

2:30PM

Explore the Plaka District

Wander through the charming streets of Plaka, enjoying shops, cafes, and history.
Walking distance from lunch.
Free, 2 hours

5:00PM

Coffee at A for Athens

Relax with coffee and pastries while taking in the views of the Acropolis from the rooftop.
A short walk from Plaka.
EUR20 for two, 1 hour

6:30PM

Dinner at Varoulko Seaside

Dine at this Michelin-starred restaurant enjoying creative seafood dishes overlooking the sea.
Short drive from your hotel.
EUR150 for two, 2 hours
View Hotel Availability