14 Days Exploring Santiago, Sydney, Melbourne, and Auckland Itinerary

Embark on a wine tour at Concha y Toro Wine Tour with Dinner at the Winery to taste exquisite Chilean wines. Then, enjoy a relaxing bike tour at Santiago Highlights, Parks and Politics Bike Tour to explore the city's parks and history.

Savor a delightful lunch at Liguria known for its traditional Chilean cuisine. Continue your day with a visit to Chilean Museum of Pre-Colombian Art (Museo Chileno de Arte Precolombino) for a cultural experience.

Dine at Astrid y Gastón for a gastronomic journey through Peruvian cuisine.

Embark on a full-day tour to Isla Negra, Algarrobo & Undurraga Winery at Full-Day Tour to Isla Negra, Algarrobo & Undurraga Winery for a scenic adventure. Enjoy a delicious breakfast at Casa Lastarria before your journey.

Experience the beauty of Isla Negra and Algarrobo. Have a late lunch at Sarita Colonia offering a cozy atmosphere. Explore the Undurraga Winery at From Santiago Undurraga Winery Tour with Tasting for a wine tasting session.

Relax and enjoy the evening at Tiramisú with a sweet treat before heading back to Santiago.

Depart from Santiago to Sydney for your next adventure. Enjoy a leisurely morning before your flight.

Upon arrival in Sydney, have a delicious lunch at The Grounds of Alexandria known for its fresh and vibrant dishes. Explore the Sydney Opera House and Harbour with a guided kayak tour at Sydney Opera House and Harbour Guided Kayak Tour for a unique perspective of the city.

Dine at the iconic Quay restaurant for a fine dining experience overlooking the Sydney Harbour.

Visit the Australian Reptile Park as per your preference. Start your day with a hearty breakfast at Bourke Street Bakery known for its delicious pastries and bread.

Explore more of the park and enjoy a picnic lunch. Afterward, take a scenic walk at Sydney Harbour National Park 2-Hour Walking Tour to appreciate the natural beauty of Sydney.

Indulge in a dinner experience at Bennelong located within the Sydney Opera House for a culinary delight.

Embark on an adventure with a jet boat ride at Sydney Jet Boat Adventure Ride from Circular Quay for an adrenaline-filled morning. Enjoy a quick breakfast at Gelato Messina for a sweet start to the day.

Experience the thrill of a Sydney Harbour Thunder Thrill Ride at Sydney Harbour Thunder Thrill Ride. Have a casual lunch at Mary's known for its delicious burgers.

Relax in the evening with a scenic sunset kayak tour at Sydney Sunset Kayak Tour on Sydney Harbour followed by dinner at The Baxter Inn for a cozy atmosphere.

Arrive in Melbourne and start your day with a scenic bus tour at Mornington Peninsula Scenic Bus Tour with Chairlift & Lunch to enjoy the coastal views. Grab breakfast at Higher Ground known for its delicious brunch options.

Explore the city with a private helicopter ride at Melbourne Private City Skyline and Bay Helicopter Ride. Enjoy a lunch cruise along the Yarra River at Melbourne Spirit Of Melbourne Yarra River Lunch Cruise for a relaxing afternoon.

Dine at Chin Chin for a vibrant dining experience in Melbourne.

Start your day with an exciting clay target shooting experience at ‘Have a Go’ Clay Target Shooting - Victoria (Werribee). Enjoy a quick breakfast at Lune Croissanterie for a delightful morning treat.

Embark on a scenic helicopter ride at Melbourne Private City & Beaches Helicopter Ride for panoramic views. Have lunch at Cumulus Inc known for its contemporary Australian cuisine.

End your day with an axe throwing experience at Melbourne Lumber Punks Axe Throwing Experience followed by dinner at Supernormal for Asian-inspired dishes.

Discover the Yarra Valley with a bus wine tour at Yarra Valley Bus Wine Tour with Lunch and a Glass of Wine. Enjoy breakfast at Single O for a coffee boost before your tour.

Indulge in a wine tasting experience at the vineyards. Have a relaxing lunch at D.O.C. Pizza & Mozzarella Bar for authentic Italian flavors.

Enjoy a leisurely evening in Melbourne exploring the vibrant streets and dining at Gelato Messina for a sweet treat.

Depart from Melbourne to Auckland for the next leg of your journey. Enjoy a relaxed morning before your flight.

Upon arrival in Auckland, have a delicious lunch at Depot Eatery & Oyster Bar known for its fresh seafood. Explore the city with a guided sea kayak tour at Auckland Half-Day Sea Kayak Tour to Motukorea Island for a scenic adventure.

Dine at Cassia for a modern Indian dining experience in Auckland.

Embark on a guided diving tour at Leigh Goat Island at Leigh Goat Island Guided Diving Tour for Certified Diver for an underwater exploration. Enjoy a hearty breakfast at Federal Delicatessen before your adventure.

Continue your coastal adventure with a SUP trip and hot springs experience at Mornington Peninsula SUP, Hike, & Hot Springs Trip w/ Lunch. Have a relaxing lunch at O'Connell Street Bistro for a culinary delight.

Relax in the evening with a sailing adventure at Waiheke Island Gulf Marine Park Sailing Adventure & Lunch followed by dinner at Amano for a delightful meal.

Immerse yourself in Maori culture with a guided tour at Waiheke Island Maori Cultural Tour + Lunch + Wine. Start your day with breakfast at The Grove for a delicious morning meal.

Explore the vibrant neighborhoods of Auckland with a Segway tour at The Inside Loop See Auckland's Most Vibrant Neighbourhoods. Enjoy a casual lunch at Culprit known for its innovative dishes.

End your day with a dinner experience at The Sugar Club offering panoramic views of Auckland.

Discover the city highlights with a scenic helicopter flight at Auckland 13000, 16000, or 18000-Foot Tandem Skydive. Enjoy a quick breakfast at Cibo for a morning boost.

Embark on a cultural walking tour at Auckland Scenic Half-Day City Sightseeing Tour to learn more about the city's history. Have lunch at Sidart for a fine dining experience.

End your day with a relaxing evening at The French Cafe for a gourmet dinner in Auckland.

Enjoy a leisurely morning in Auckland before your departure. Grab breakfast at Soul Bar & Bistro for a relaxing start to the day.

Spend your last afternoon exploring the city at your own pace. Have a casual lunch at The Blue Breeze Inn for a taste of Pacific-inspired cuisine.

Depart from Auckland with fond memories of your 14-day adventure through Santiago, Sydney, Melbourne, and Auckland.