31-Day Adventure in Sydney & Southeast Asia Escape

Day 1: Arrival in Sydney

Sydney, Australia on March 3, 2025

12:30PM

Arrive at Sydney Airport

Welcome to Sydney! After landing at Sydney Airport, take a taxi or ride-share to your sister's house in Glebe to settle in.
AUD 60, 1 hour

2:00PM

Lunch at The Boathouse

Enjoy a relaxing lunch by the water at The Boathouse with stunning views of the harbour and delicious seafood plates.
AUD 30, 1.5 hours

4:00PM

Explore Glebe Markets

Head to Glebe Markets for a vibrant mix of food, crafts, and local art, perfect for soaking up the local culture.
Free, 2 hours

7:00PM

Dinner at Dinitri's

Dinitri's offers a cozy, family-run Italian experience with an array of homemade pastas and classic dishes.
AUD 50, 2 hours
View Hotel Availability

Day 2: Sydney Exploration

Sydney, Australia on March 4, 2025

8:30AM

Breakfast at Badde Manors Cafe

This quirky café is known for its hearty vegan breakfasts and eclectic decor—perfect for fuelling your day.
AUD 25, 1 hour

10:00AM

Visit Sydney Opera House

Tour one of the most iconic landmarks in the world, explore its architecture, and possibly catch a performance.
AUD 30, 2 hours

1:00PM

Lunch at Circular Quay

Enjoy lunch with spectacular views of the opera house and harbour, with many eateries to choose from.
AUD 35, 1.5 hours

3:00PM

Walk through the Royal Botanic Garden

Stroll through the lush greenery and scenic paths of the Botanic Garden, ideal for a peaceful afternoon.
Free, 1.5 hours

5:00PM

Explore The Rocks

Check out the historic area with cobblestone streets filled with shops, galleries, and great cafes.
Free, 2 hours

7:30PM

Dinner at ARIA

A fine dining experience with an innovative menu and unbeatable views of Sydney Harbour.
AUD 150, 2 hours
View Hotel Availability

Day 3: Nature Day

Sydney, Australia on March 5, 2025

8:00AM

Breakfast at The Coffee Emporium

Start your day with a cup of expertly-brewed coffee and delightful pastries in this local favorite.
AUD 15, 1 hour

9:30AM

Blue Mountains Day Trip

Join a guided tour to explore the stunning Blue Mountains, with its breathtaking views, bush walks, and wildlife.
AUD 150, 8 hours

6:00PM

Return to Sydney and Dinner at The Meat & Wine Co.

Indulge in a delightful dinner featuring premium steaks and an extensive wine list to complement your meal.
AUD 80, 2 hours
View Hotel Availability

Day 4: Cultural Immersion

Sydney, Australia on March 6, 2025

8:30AM

Breakfast at The Grounds of Alexandria

Savor a beautiful breakfast in a garden setting at this popular spot known for its fresh ingredients and atmosphere.
AUD 30, 1.5 hours

10:00AM

Visit the Art Gallery of NSW

Explore the extensive collection of Australian, Aboriginal, and international art—perfect for art lovers.
Free, 2 hours

12:30PM

Lunch at The Sydney Opera House Restaurant

An exquisite dining option with stunning waterfront views serving contemporary Australian cuisine.
AUD 75, 2 hours

2:30PM

Chinatown Exploration

Discover Sydney's bustling Chinatown with shops, eateries, and cultural events that make it vibrant.
Free, 2 hours

5:30PM

Dinner at Spice I Am

A top Thai restaurant known for its authentic flavors and welcoming atmosphere, perfect for food lovers.
AUD 40, 2 hours
View Hotel Availability

Day 5: Adventure Day

Sydney, Australia on March 7, 2025

7:30AM

Breakfast at Baked Goods

Enjoy a quick breakfast with freshly baked goods that will kick-start your day with energy.
AUD 10, 1 hour

9:00AM

BridgeClimb Sydney

Experience stunning panoramic views of Sydney by climbing to the top of the Sydney Harbour Bridge.
AUD 300, 3 hours

1:00PM

Lunch at The Rocks Cafe

Take a break at this cozy cafe that offers a range of sandwiches and Australian specialties.
AUD 25, 1 hour

2:30PM

Visit Taronga Zoo

Spend the afternoon at Taronga Zoo to get up close with unique Australian wildlife and enjoy views of the harbour.
AUD 49, 4 hours

6:30PM

Dinner at Waterfront Grill

This spot offers delicious grill options with a perfect view of the waterfront for a wonderful dinner.
AUD 70, 2 hours
View Hotel Availability

Day 6: Relaxation Day

Sydney, Australia on March 8, 2025

9:00AM

Breakfast at Black Rose

Kick-back at this trendy café with a laid-back atmosphere and enjoy a leisurely breakfast.
AUD 20, 1 hour

10:00AM

Bondi Beach Excursion

Spend a day at the iconic Bondi Beach where you can sunbathe, surf, or simply enjoy the atmosphere.
Free, 5 hours

3:00PM

Lunch at Bondi Icebergs Club

Enjoy lunch at this stunning location overlooking Bondi Beach with fresh, vibrant dishes.
AUD 60, 1.5 hours

7:00PM

Dinner at Fishmongers

Savor freshly caught seafood at this informal eatery known for a casual dining experience.
AUD 45, 2 hours
View Hotel Availability

Day 7: Shopping and Sailing

Sydney, Australia on March 9, 2025

8:30AM

Breakfast at Flour and Stone

Start your day at this popular bakery renowned for its sweets and fabulous breakfast options.
AUD 20, 1 hour

10:00AM

Shopping at Pitt Street Mall

Visit Sydney's major shopping precinct boasting international and local brands for a lively shopping experience.
Free, 3 hours

1:00PM

Lunch at Poms Cafe

Enjoy some comfort food at this cozy cafe located right in the heart of Sydney.
AUD 35, 1.5 hours

3:00PM

Sailing Tour on Sydney Harbour

Get aboard a sailing boat and enjoy the amazing views of the Sydney skyline and the Harbour Bridge.
AUD 120, 2.5 hours

6:30PM

Dinner at Hugo's

Experience upscale dining with modern Australian dishes and a vibrant atmosphere at this city hotspot.
AUD 80, 2 hours
View Hotel Availability

Day 8: Local Experiences

Sydney, Australia on March 10, 2025

8:00AM

Breakfast at Forage

Enjoy wholesome breakfast options at this hidden gem known for its locally-sourced ingredients.
AUD 20, 1 hour

9:30AM

Visit the Australian Museum

Explore Australia's natural history and cultural heritage at this well-curated museum—great for families.
AUD 15, 2 hours

12:00PM

Lunch at Chinta Ria

Experience Indonesian cuisine with rich flavors in a cozy dining environment.
AUD 35, 1.5 hours

2:00PM

Art Walk in Paddington

Enjoy a leisurely walk in Paddington to view some of the best street art in Sydney and boutique shops.
Free, 2 hours

5:00PM

Dinner at 10 William St.

This cozy restaurant focuses on Italian fare with an exciting wine selection—perfect for enthusiasts.
AUD 70, 2 hours
View Hotel Availability

Day 9: Relax and Recharge

Sydney, Australia on March 11, 2025

9:00AM

Breakfast at Bread and Butter

A favorite local spot known for tasty toasts, coffee, and friendly atmosphere to start your day right.
AUD 15, 1 hour

10:00AM

Visit the Powerhouse Museum

Engage with science, design, and technology exhibits that make it an interesting experience for adults and kids alike.
AUD 15, 2 hours

12:30PM

Lunch at Mr. Bao

Savor delectable Taiwanese bao at this casual yet chic eatery known for its authenticity.
AUD 25, 1 hour

2:00PM

Visit Darling Harbour

Relax at Darling Harbour, filled with shops, cafes, and beautiful waterfront spaces to unwind.
Free, 2 hours

6:00PM

Dinner at Nicks Seafood

Enjoy dinner at this renowned seafood restaurant with a menu that celebrates fresh Australian flavors.
AUD 70, 2 hours
View Hotel Availability

Day 10: Wildlife Wonders

Sydney, Australia on March 12, 2025

8:30AM

Breakfast at Joe's Bar

Enjoy an Australian breakfast in this rustic bar atmosphere, perfect for food enthusiasts.
AUD 20, 1 hour

10:00AM

Visit Featherdale Wildlife Park

Get up close with koalas, kangaroos, and various Australian wildlife in a lovely setting.
AUD 40, 3 hours

1:00PM

Lunch at Quattro

Indulge in upscale, modern dining with a menu inspired by Italian cuisine and fresh local produce.
AUD 60, 2 hours

3:00PM

Visit Westfield Sydney

Spend your afternoon shopping at this luxurious shopping centre with top global brands.
Free, 2 hours

6:00PM

Dinner at Din Tai Fung

Famous for its xiao long bao, enjoy a delicious dinner with authentic Taiwanese flavors.
AUD 50, 2 hours
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Day 11: Historic Sites

Sydney, Australia on March 13, 2025

9:00AM

Breakfast at Shortstop

Start your morning with artisanal donuts and exceptional coffee from this beloved local spot.
AUD 15, 1 hour

10:30AM

Visit the Sydney Tower Eye

Ascend for breathtaking views of Sydney from the observation deck of the Sydney Tower.
AUD 28, 1.5 hours

12:00PM

Lunch at Jamie's Italian

Savor Italian comfort food in a vibrant atmosphere that caters to different tastes.
AUD 45, 1.5 hours

2:00PM

Explore the Sydney Observatory

Learn about astronomy and enjoy views of the sky at this interactive observatory in the heart of the city.
AUD 12, 2 hours

5:30PM

Dinner at The Glenmore

Enjoy a relaxed dinner with a brilliant rooftop view of the city skyline, serving modern Australian cuisine.
AUD 70, 2 hours
View Hotel Availability

Day 12: Beach and Bay

Sydney, Australia on March 14, 2025

8:00AM

Breakfast at The Breakfast Club

This cheerful diner is famous for its extensive menu that caters to all breakfast tastes.
AUD 20, 1 hour

9:30AM

Ferry to Manly Beach

Take a scenic ferry ride to Manly Beach, a great spot for sun and surf, with fantastic dining options.
AUD 15, 2 hours

12:00PM

Lunch at Manly Wharf Hotel

Enjoy fresh seafood and seasonal dishes with waterfront views and welcoming atmosphere.
AUD 40, 1.5 hours

3:00PM

Explore Manly Beach

Stroll along the beautiful beach or try your hand at surfing with the locals.
Free, 3 hours

6:30PM

Dinner at Moonlight

This Mediterranean restaurant serves traditional dishes in an inviting setting perfect for a relaxed evening.
AUD 45, 2 hours
View Hotel Availability

Day 13: Art and Culture

Sydney, Australia on March 15, 2025

9:00AM

Breakfast at the Little Marionette

Start your day with a delicious breakfast in this cozy café that serves locally roasted coffee.
AUD 15, 1 hour

10:30AM

Australian Museum Visit

Spend a few hours exploring the vast exhibits on natural history and Aboriginal culture.
AUD 15, 2 hours

1:00PM

Lunch at 8bit

Indulge in gourmet burgers and fries with a retro gaming theme at this fun burger joint.
AUD 25, 1.5 hours

3:00PM

Street Art Tour

Join a guided tour through the streets of Sydney to see some stunning street art and learn about the artists.
AUD 30, 3 hours

7:00PM

Dinner at Langton's

Enjoy a fine dining experience with a thoughtfully crafted menu focused on high-quality Australian ingredients.
AUD 90, 2 hours
View Hotel Availability

Day 14: Explore Nature

Sydney, Australia on March 16, 2025

8:30AM

Breakfast at Cafe Oratnek

This charming café offers a seasonal menu with delicious breakfast options and great coffee.
AUD 25, 1 hour

10:00AM

Visit Ku-ring-gai Chase National Park

Discover stunning landscapes, Aboriginal sites, and beautiful walking trails in this scenic national park.
AUD 20, 5 hours

4:00PM

Lunch at the Park Cafe

Stop for a relaxing lunch at this cafe surrounded by nature, offering light snacks and wholesome meals.
AUD 30, 1.5 hours

7:00PM

Dinner at Spiced Apple

Enjoy a casual dinner focused on local produce and global influence as you wind down your day.
AUD 55, 2 hours
View Hotel Availability

Day 15: Final Days in Sydney

Sydney, Australia on March 17, 2025

8:00AM

Breakfast at Vino e Cucina

Delight in a classic Aussie breakfast accompanied by fine Italian coffee at this neighborhood eatery.
AUD 30, 1 hour

10:00AM

Last-Minute Shopping

Head to Queen Victoria Building for some unique souvenirs and gifts to take back home.
Free, 2 hours

1:00PM

Lunch at The Lunch Room

Attractively set in a hip part of Sydney, featuring delicious brunch options and fresh ingredients.
AUD 40, 1.5 hours

3:00PM

Relax in Hyde Park

Enjoy a peaceful afternoon in Hyde Park, a lovely green space perfect for unwinding before departure.
Free, 2 hours

6:30PM

Farewell Dinner at Bennelong

Indulge in a memorable farewell dinner with exquisite meals prepared by award-winning chefs at Bennelong.
AUD 100, 2 hours
View Hotel Availability

Day 16: Fly to Bangkok

Bangkok, Thailand on March 18, 2025

Early Morning

Depart from Sydney Airport

Make your way to Sydney Airport for your flight to Bangkok, taking with you the memories of Sydney.
AUD 60, 2 hours
View Hotel Availability

Day 17: Discover Bangkok

Bangkok, Thailand on March 19, 2025

1:00PM

Arrive at Bangkok Airport

Welcome to Bangkok! After clearing customs, head to your hotel for check-in and get ready for exploring.
THB 2000, 1 hour

2:30PM

Lunch at Jay Fai

Dive into the culinary delights of Jay Fai, a must-visit street food stall known for its exceptional seafood dishes.
THB 500, 1.5 hours

4:00PM

Visit Wat Phra Kaew

Explore the Emerald Buddha Temple, one of Thailand's most revered temple complexes filled with stunning architecture.
THB 500, 2 hours

6:30PM

Dinner at The Deck

Unwind at The Deck with riverside dining and stunning views of Wat Arun, serving authentic Thai cuisine.
THB 700, 2 hours
View Hotel Availability

Day 18: Cultural Exploration

Bangkok, Thailand on March 20, 2025

8:00AM

Breakfast at Nara

Start your day with delicious Thai breakfast options that can be found at this acclaimed eatery.
THB 300, 1 hour

9:30AM

Visit Grand Palace

Tour the dazzling Grand Palace, the former residence of the Kings of Siam, and marvel at its grandeur and rich history.
THB 500, 2.5 hours

12:00PM

Lunch at Thip Samai

Feast on the best Pad Thai in Bangkok at Thip Samai, famous for its delicious flavors.
THB 100, 1.5 hours

2:00PM

Explore Khao San Road

Experience the lively atmosphere of Khao San Road, with shops, markets, and street performers.
Free, 2 hours

6:00PM

Dinner at Cabbages and Condoms

Taste delicious Thai dishes at this unique restaurant that promotes safe sex awareness in a fun and friendly setting.
THB 600, 2 hours
View Hotel Availability

Day 19: Chiang Mai Journey

Chiang Mai, Thailand on March 21, 2025

7:00AM

Breakfast at the Hotel

Start your day with a traditional Thai breakfast included in your accommodation.
THB 300, 1 hour

8:30AM

Fly to Chiang Mai

Board your morning flight to Chiang Mai, a city known for its temples and nature.
THB 1500, 1.5 hours

10:00AM

Explore Chiang Mai's Old City

Wander through the ancient city, where you can see historic temples and engage with local culture.
Free, 3 hours

1:00PM

Lunch at Huen Phen

Savor traditional Northern Thai dishes in a cozy local restaurant renowned for its authentic flavors.
THB 200, 1.5 hours

3:00PM

Visit Doi Suthep

Climb to the sacred mountain temple, Doi Suthep, for breathtaking views of the city below.
THB 30, 3 hours

7:00PM

Dinner at Dash! Teak House

End your day at this beautifully decorated restaurant with traditional dishes in a serene setting.
THB 400, 2 hours
View Hotel Availability

Day 20: Chiang Mai Adventures

Chiang Mai, Thailand on March 22, 2025

8:00AM

Breakfast at the Hotel

Enjoy another delightful breakfast at the hotel to gear up for a day of adventure.
THB 300, 1 hour

9:30AM

Visit Elephant Nature Park

Spend the day at an ethical elephant sanctuary where you can learn about and interact with elephants in a responsible manner.
THB 3000, 8 hours

5:30PM

Return to Chiang Mai and Dinner at The Riverside

Dine riverside in a casual setting with delicious Thai cuisine and live music for entertainment.
THB 400, 2 hours
View Hotel Availability

Day 21: More Chiang Mai and Return to Sydney

Chiang Mai, Thailand on March 23, 2025

8:00AM

Breakfast at the Hotel

One last breakfast to savor local flavors at your Chiang Mai accommodation.
THB 300, 1 hour

9:00AM

Explore local markets

Visit the local markets for some last-minute souvenirs and engage with the local community.
Free, 2 hours

11:00AM

Lunch at Khao Soi Khun Yai

Enjoy authentic Khao Soi, the northern Thai noodle curry dish that's a must-try in Chiang Mai.
THB 100, 1.5 hours

1:00PM

Fly back to Sydney

Catch your flight back to Sydney, reflecting on your amazing experiences in Thailand.
THB 1500, 1.5 hours
View Hotel Availability

Day 22: Final Day in Sydney

Sydney, Australia on March 24, 2025

During Day

Relax and Unwind

Spend the day at leisure, perhaps revisiting favorite spots or enjoying your sister's company before preparing for your departure.
Free, All Day

6:00PM

Final Dinner at Otto Ristorante

Toast your incredible month-long journey with an unforgettable dinner at Otto, known for its innovative dishes and waterfront views.
AUD 120, 2 hours
View Hotel Availability

Day 23: Departure Day

Sydney, Australia on March 25, 2025

Morning

Check-out and Depart

Bid farewell to Sydney and your sister as you check out of the house and head to the airport for your flight home.
AUD 60, 2 hours
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