21-Day Epic Multi-City Pacific and Asian Adventure: Sydney to Singapore via Vancouver, Whistler, Maui, and Honolulu

Day 1: Arrival and Exploration

Sydney, Australia on May 23, 2025

8:00am

Breakfast at Bills in Darlinghurst

Start your day with a delicious breakfast featuring ricotta hotcakes and fresh juices at Bills, a local favourite open from 7am to 4pm.
AUD35, 1h

9:30am

Sydney Opera House Tour

Explore the iconic Sydney Opera House with its stunning architecture. Tours run daily between 9am and 5pm, providing insight into this UNESCO World Heritage site.
AUD42, 1h30m

11:30am

Walk through the Royal Botanic Garden

Stroll through lush gardens adjacent to the Opera House, enjoying harbour views and native flora. Open from 7am to 7pm.
Free, 1h

1:00pm

Lunch at The Grounds of Alexandria

Enjoy fresh seasonal Australian dishes in a vibrant garden setting. Open from 8am to 3pm.
AUD40, 1h

3:00pm

Visit the Art Gallery of New South Wales

Explore Australian and international art collections. Open Tuesday to Sunday from 10am to 5pm.
Free, 1h30m

6:00pm

Dinner at Quay Restaurant

Dine with spectacular harbour views and award-winning Australian cuisine. Open from 5:30pm. Reservations recommended.
AUD150, 2h
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Day 2: Harbour and Beach

Sydney, Australia on May 24, 2025

7:30am

Breakfast at The Boathouse Palm Beach

Enjoy a fresh and healthy breakfast on the beach. Open daily from 7am to 4pm.
AUD30, 1h

9:00am

Bondi to Coogee Coastal Walk

This 6km walk offers spectacular ocean views and cliffs. Plan for 2 to 3 hours. Open all day.
Free, 3h

12:30pm

Lunch at Icebergs Dining Room and Bar

Renowned for views over Bondi Beach and modern Australian cuisine. Open from 11:30am to late.
AUD60, 1h

2:00pm

Relax at Bondi Beach

Swim, sunbathe, or enjoy the vibrant beach atmosphere. Lifeguard services available all day.
Free, 2h

5:00pm

Sydney Tower Eye

Capture panoramic views of the city at sunset. Open daily from 10am to 9pm.
AUD30, 1h

7:00pm

Dinner at Mr Wong

Enjoy sophisticated Cantonese dishes in stylish surroundings. Open daily from 5:30pm.
AUD80, 2h
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Day 3: Sydney to Singapore Flight

Sydney to Singapore on May 25, 2025

6:00am

Breakfast at Hotel or Airport Cafe

Grab a light breakfast before your international flight. Options available at Sydney Airport from 4am onwards.
AUD25, 1h

9:00am

Check-in and Departure from Sydney Airport

Allow ample time for check-in and security for your flight to Singapore. Flight duration approximately 8 hours.
N/A, Ongoing
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Day 4: Singapore Arrival and City Tour

Singapore on May 26, 2025

8:00am

Breakfast at Tiong Bahru Bakery

Savour artisanal pastries and freshly brewed coffee, open daily from 7am to 7pm.
SGD15, 1h

9:30am

Gardens by the Bay

Explore the futuristic garden with its SuperTree Grove and Flower Dome. Open daily from 5am to 2am.
SGD28, 2h

12:00pm

Lunch at Lau Pa Sat

Enjoy a vibrant hawker market experience with local favorites such as satay and laksa. Open 24 hours.
SGD12, 1h

1:30pm

Marina Bay Sands SkyPark

Visit the observation deck for stunning cityscape views. Open daily from 11:30am to 9pm.
SGD26, 1h

3:00pm

Visit Chinatown

Wander through markets, temples like the Buddha Tooth Relic Temple, and heritage streets. Shops open mainly until 8pm.
Free, 2h

6:00pm

Dinner at Candlenut

Dine at the world's first Michelin-starred Peranakan restaurant. Open 6pm to 10:30pm. Reservations advised.
SGD70, 1h30m
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Day 5: Sentosa Island and Culture

Singapore on May 27, 2025

7:30am

Breakfast at Common Man Coffee Roasters

Enjoy specialty coffee and hearty breakfast, open 7am to 3pm daily.
SGD20, 1h

9:00am

Sentosa Island Exploration

Spend the day visiting attractions like Universal Studios Singapore (open 10am-7pm), S.E.A. Aquarium, and beach relaxation.
SGD79 for Universal Studios, 6h

4:00pm

Return to City and Rest

Head back to the city and refresh at your accommodation.
N/A, 1h

7:00pm

Dinner at Jumbo Seafood

Famous for chilli crab and seafood dishes. Open 11:30am to 2:30pm and 5:30pm to 10:30pm.
SGD60, 1h30m
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Day 6: Singapore to Vancouver Flight

Singapore to Vancouver on May 28, 2025

8:00am

Breakfast at Hotel

Enjoy a leisurely breakfast before heading to Singapore Changi Airport.
SGD25, 1h

11:00am

Airport Transfer and Flight Check-in

Arrive early for your long-haul flight to Vancouver, approximately 14 hours direct.
N/A, Ongoing
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Day 7: Arrival and City Exploration

Vancouver, Canada on May 29, 2025

9:00am

Breakfast at Café Artigiano

Indulge in excellent coffee and pastries. Open from 6:30am to 8pm.
CAD15, 1h

10:30am

Stanley Park

Explore the famous seawall, totem poles, and green space. Open all day.
Free, 2h

1:00pm

Lunch at Granville Island Public Market

Savour diverse fresh foods and artisanal treats. Open 9am to 7pm.
CAD25, 1h

2:30pm

Visit Vancouver Art Gallery

Discover Canadian and Indigenous art. Open daily 10am to 5pm.
CAD24, 1h30m

6:00pm

Dinner at Miku

Experience premium Japanese cuisine with harbour views. Open 11:30am to 10pm.
CAD90, 2h
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Day 8: Nature and Culture

Vancouver, Canada on May 30, 2025

7:30am

Breakfast at Jam Cafe

Cheerful spot with hearty breakfast classics. Open 8am to 3pm.
CAD20, 1h

9:00am

Grouse Mountain

Take the Skyride gondola for mountain views, hiking, and wildlife exhibits. Open 9am to 10pm.
CAD61, 4h

2:00pm

Lunch at The Teahouse in Stanley Park

Relax with casual dining overlooking the park. Open from 11:30am to 9pm.
CAD35, 1h

4:00pm

Visit Museum of Anthropology

Explore indigenous artifacts and contemporary art. Open 10am to 5pm.
CAD18, 1h30m

7:00pm

Dinner at Nightingale

Modern Canadian cuisine with a lively atmosphere. Open from 5pm to 10pm.
CAD70, 2h
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Day 9: Travel to Whistler

Vancouver to Whistler, Canada on May 31, 2025

8:00am

Breakfast at Vancouver Hotel

Light breakfast before departure.
CAD20, 1h

9:30am

Drive or Shuttle to Whistler

Scenic 2-hour drive along Sea-to-Sky Highway.
CAD60 for shuttle, 2h

12:00pm

Lunch at Purebread

Enjoy local bakery fare and sandwiches in Whistler Village. Open 8am to 6pm.
CAD20, 1h

1:30pm

Explore Whistler Village

Stroll through shops, galleries and enjoy alpine ambiance.
Free, 2h

4:00pm

Visit Whistler Blackcomb Gondola

Ride the gondola for stunning views, open 8:30am to 4pm.
CAD66, 1h30m

7:00pm

Dinner at Bearfoot Bistro

Known for fine dining and the vodka ice room experience. Open 5pm to 10pm.
CAD100, 2h
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Day 10: Outdoor Adventures

Whistler, Canada on June 1, 2025

7:30am

Breakfast at The Green Moustache

Healthy, organic breakfast spot, open from 7am.
CAD20, 1h

9:00am

Mountain Biking or Hiking

Rent bikes or hike through Whistler’s trails. Rental shops open from 8am.
CAD50, 4h

1:00pm

Lunch at Alta Bistro

Farm-to-table cuisine with local ingredients. Open 11:30am to 9pm.
CAD45, 1h

3:00pm

Relax at Scandinave Spa

Enjoy outdoor baths and spa treatments, open from 10am to 9pm.
CAD80, 2h

6:30pm

Dinner at Rim Rock Café

Seafood and steak specialties, open from 5pm to 10pm.
CAD70, 2h
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Day 11: Whistler to Maui Flight

Whistler to Maui, USA on June 2, 2025

7:00am

Breakfast at Whistler Hotel

Early breakfast prior to departure.
CAD25, 1h

9:00am

Return to Vancouver Airport

Travel back to Vancouver for flight to Maui via connection. Flight duration approx. 7 hours plus layover.
N/A, Travel
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Day 12: Arrival and Beach Relaxation

Maui, Hawaii, USA on June 3, 2025

9:00am

Breakfast at Gazebo Restaurant

Famous for pancakes and ocean views, located in Napili, open from 7am.
USD25, 1h

10:30am

Relax at Kaanapali Beach

Spend the day swimming and soaking up the sun at this popular beach.
Free, 4h

3:00pm

Snorkeling at Black Rock

Explore vibrant coral and sea life; equipment rentals and tours available.
USD40, 2h

6:30pm

Dinner at Leilani’s on the Beach

Oceanfront dining with a local Hawaiian twist, open from 4:30pm to 9:30pm.
USD70, 2h
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Day 13: Road to Hana Day Trip

Maui, Hawaii, USA on June 4, 2025

6:00am

Breakfast takeaway from local café

Pick up breakfast to enjoy en route; start early for full day trip.
USD15, 30m

6:30am

Road to Hana Scenic Drive

Experience waterfalls, rainforests and beaches along the iconic highway. Plan for a 10-12 hour day including sightseeing stops.
Free, 12h

7:00pm

Dinner back in Maui - Mama’s Fish House

Upscale seafood dining known for fresh catches and Polynesian ambiance. Open 5pm to 9pm. Reservations essential.
USD120, 2h
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Day 14: Maui to Honolulu Flight and City Walk

Maui to Honolulu, Hawaii, USA on June 5, 2025

7:00am

Breakfast at Kihei Caffe

Great local breakfast spot open from 6am to 2pm.
USD20, 1h

10:00am

Flight to Honolulu

Short 40-minute inter-island flight.
USD100, 1h

11:30am

Lunch at Helena’s Hawaiian Food

Classic Hawaiian dishes in a casual setting, open 10am to 7pm.
USD25, 1h

1:00pm

Explore Waikiki Beach and Kalakaua Avenue

Walk the famous beachfront promenade and shopping district.
Free, 3h

6:30pm

Dinner at Roy’s Waikiki

Upscale fusion of Hawaiian and international flavours. Open 5:30pm to 10pm.
USD80, 2h
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Day 15: Culture and History

Honolulu, Hawaii, USA on June 6, 2025

7:30am

Breakfast at Island Vintage Coffee

Speciality coffee and acai bowls from 6:30am.
USD20, 1h

9:00am

Pearl Harbor National Memorial

Visit the USS Arizona Memorial and learn the history of WWII events. Open 7am to 5pm.
Free, 3h

1:00pm

Lunch at Nico’s Pier 38

Fresh seafood with a local vibe, open 11am to 9pm.
USD30, 1h

2:30pm

Iolani Palace

Tour the only royal palace in the US, open 9am to 4pm (closed Mondays).
USD27, 1h30m

6:00pm

Dinner at Alan Wong’s Honolulu

High-end Hawaiian regional cuisine, open 5pm to 9:30pm. Reservations required.
USD120, 2h
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Day 16: Beach and Leisure

Honolulu, Hawaii, USA on June 7, 2025

8:00am

Breakfast at Leonard’s Bakery

Famous for malasadas (Portuguese doughnuts), open from 6am.
USD10, 45m

9:00am

Diamond Head Hike

Moderate 1.5-2 hour hike to breathtaking crater summit views, open 6am to 6pm.
USD5, 2h

12:00pm

Lunch at Koko Head Café

Contemporary brunch dishes, open daily 7am to 2pm.
USD30, 1h

1:30pm

Relax at Ala Moana Beach Park

Calm lagoon beach perfect for swimming and picnics, open dawn to dusk.
Free, 3h

6:30pm

Dinner at Marukame Udon

Casual and popular udon noodle spot, open 10:30am to 9pm.
USD15, 1h
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Day 17: Honolulu to Singapore Flight

Honolulu to Singapore on June 8, 2025

8:00am

Breakfast at Hotel

Enjoy breakfast before heading to Honolulu International Airport.
USD20, 1h

11:00am

Flight Check-in and Departure

Depart on your long-haul flight heading back to Singapore, approx 10-11 hours.
N/A, Ongoing
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Day 18: Singapore Stopover

Singapore on June 9, 2025

8:00am

Breakfast at Changi Airport

Take advantage of Changi’s diverse dining options open 24 hours.
SGD20, 1h

10:00am

Relax in Changi Jewel

Explore the world’s tallest indoor waterfall, lush gardens and shopping. Jewel open 10am to midnight.
Free, 2h

1:00pm

Lunch at Violet Oon Satay Bar & Grill

Taste Peranakan inspired dishes inside Jewel, open 11am to 11pm.
SGD40, 1h

3:00pm

Airport Shopping and Leisure

Explore shops or relax before next flight. Available till boarding times.
N/A, 3h
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Day 19: Singapore to Sydney Flight

Singapore to Sydney on June 10, 2025

8:00am

Breakfast at Airport Hotel

Enjoy a relaxed breakfast before your flight home.
SGD25, 1h

10:00am

Check-in and Flight to Sydney

Flight duration approximately 8 hours.
N/A, Ongoing
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Day 20: Sydney Arrival and Rest

Sydney, Australia on June 11, 2025

7:00am

Arrive in Sydney

Transfer to accommodation and rest after long flight.
N/A, Ongoing

12:00pm

Lunch at Opera Bar

Light lunch with stunning harbour views, open from 11am to late.
AUD45, 1h
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Day 21: Sydney Leisure Day

Sydney, Australia on June 12, 2025

8:00am

Breakfast at Three Blue Ducks

Casual dining with focus on local produce, open 7am-4pm.
AUD30, 1h

9:30am

Visit Taronga Zoo

Iconic zoo with native and exotic animals, open 9:30am to 4:30pm.
AUD49, 3h

1:00pm

Lunch at Zoo Café

Convenient and tasty food inside zoo precinct.
AUD20, 1h

3:00pm

Free time or shopping at Pitt Street Mall

Explore Sydney’s premier shopping district.
Varies, 2h

6:00pm

Farewell Dinner at Bennelong

Experience fine dining inside the Sydney Opera House, open 6pm to 10pm. Reservation essential.
AUD150, 2h
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