14-Day Honeymoon Itinerary: Calgary and Hawaii - Luxury, Nature, and Relaxation

Day 1: Explore Calgary

Calgary, Canada

9:00AM

Breakfast at OEB Breakfast Co.

Start your honeymoon with a delicious brunch at OEB, famous for its creative takes on breakfast classics.
Take a taxi from your hotel.
CAD35, 1.5 hours

11:00AM

Calgary Tower

Marvel at panoramic views of Calgary from the observation deck of the iconic Calgary Tower.
Walk, it’s a short 15-minute walk.
CAD18, 1 hour

12:30PM

Lunch at The Beltline Kitchen

Enjoy a casual lunch with local flair at The Beltline Kitchen.
Walk back for a leisurely 15 minutes.
CAD25, 1 hour

2:00PM

Visit the Glenbow Museum

Explore the vast collections of Canadian art and history at Glenbow Museum.
Take a taxi, about 5 minutes drive.
CAD16, 2 hours

4:30PM

Relax at Prince's Island Park

Unwind in this urban park with beautiful pathways and scenic river views.
Walk for 10 minutes.
Free, 1.5 hours

6:00PM

Dinner at River Café

Indulge in fine dining at River Café with its spectacular riverside location.
Short 5-minute walk.
CAD75, 2 hours
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Day 2: Calgary Stampede Day

Calgary, Canada

8:00AM

Breakfast at The Diner

Savour a classic hearty breakfast before a day of festivities at The Diner.
Taxi to the venue.
CAD25, 1 hour

10:00AM

Calgary Stampede

Immerse yourselves in the excitement of the Calgary Stampede, filled with rides, shows, and rodeo events.
Walking is the best option.
CAD20, 5 hours

3:00PM

Afternoon Refreshments

Grab iced drinks and snacks from food stalls around the Stampede grounds.
On-site at the Stampede.
CAD15, 1 hour

6:00PM

Dinner at Charcut Roast House

Enjoy a fine dinner of locally-sourced meats in a stylish setting.
Take a taxi to Charcut.
CAD85, 2 hours

8:30PM

Evening Entertainment at Stampede

Watch the thrilling fireworks display and enjoy live performances at the Stampede.
About 10 minutes walk back.
Included in entry, 2 hours
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Day 3: Calgary Adventure

Calgary, Canada

8:00AM

Breakfast at the Morning Glory Café

Fuel up with their famous avocado toast before moving on to nature adventures.
Short taxi ride.
CAD20, 1 hour

9:30AM

Hike at Kananaskis Country

Enjoy a scenic hike amidst stunning mountain landscapes in Kananaskis Country.
Rent a car for the trip (1 hour drive).
CAD30, 4 hours

2:00PM

Lunch at The Grizzly Paw Brewing Company

Relish a refreshing ale and locally-sourced burger at this popular brewery.
Travel back to Calgary (1 hour drive).
CAD35, 1.5 hours

3:30PM

Explore Calgary Zoo

Discover the diverse wildlife and exhibits at Calgary Zoo.
Take a taxi to the zoo.
CAD28, 2 hours

6:00PM

Dinner at Workshop Kitchen + Cultural Centre.

Enjoy modern Canadian cuisine at this culinary hotspot.
Take a taxi back.
CAD75, 2 hours
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Day 4: Travel to Hawaii

Calgary, Canada to Honolulu, Hawaii

8:00AM

Breakfast at Vendome Café

Enjoy a delightful breakfast filled with local flavours to energize for your trip.
Take a taxi to the café.
CAD30, 1 hour

11:00AM

Fly from Calgary to Honolulu

Embark on your Hawaiian adventure as you fly for approximately 6 hours to Honolulu.
Airport transfer via taxi.
CAD800, Duration of flight

5:00PM

Arrival and Check-in at The Royal Hawaiian

Feel the luxury upon entering the pink palace, right on Waikiki Beach.
Private transfer from the airport.
USD550, 2 hours

7:00PM

Dinner at Azure

Dine on exquisite seafood while overlooking the ocean at the Royal Hawaiian.
Walk to the restaurant within the hotel.
USD100, 2 hours

9:00PM

Evening Stroll on Waikiki Beach

End your day with a romantic stroll along the beautiful Waikiki Beach.
Walk from the restaurant.
Free, 1 hour
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Day 5: Discover Oahu

Honolulu, Hawaii

8:00AM

Breakfast at Hula Grill Waikiki

Indulge in beachfront breakfast with tropical flavours.
5-minute walk from your hotel.
USD35, 1 hour

10:00AM

Pearl Harbour Tour

Delve into history with an insightful tour of Pearl Harbour and the USS Arizona Memorial.
Private transport from the hotel.
USD30, 3 hours

2:00PM

Lunch at Nico's Pier 38

Savour fresh catch of the day in a casual atmosphere.
Return to Waikiki via private transport.
USD25, 1.5 hours

4:00PM

Relax at the Beach

Take in the sun and surf at Waikiki beach - your paradise awaits.
Short walk from the lunch spot.
Free, 3 hours

7:00PM

Dinner at Roy's Waikiki

Enjoy a fusion of Hawaiian and Asian cuisine at this acclaimed restaurant.
5-minute drive from the beach.
USD85, 2 hours
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Day 6: Luxury Day in Oahu

Honolulu, Hawaii

9:00AM

Breakfast in bed

Treat yourselves to a lazy morning, ordering room service breakfast in your oceanfront suite.
In-room dining.
USD50, 1 hour

11:00AM

Luxury Spa Treatment

Indulge in a couple's massage at the hotel's exquisite spa.
On-site spa appointment.
USD200, 2 hours

2:00PM

Lunch at The Beachhouse

Enjoy a relaxed beachfront lunch with local Hawaiian dishes.
5-minute drive from the Royal Hawaiian.
USD50, 1.5 hours

4:00PM

Surf Lesson

Embrace the waves with a private surf lesson on Waikiki Beach.
Walk 5 minutes to the surf school.
USD100, 2 hours

7:00PM

Dinner at Orchids

Dine amidst the palm trees and beachfront views, tasting exquisite island cuisine.
Taxi or hotel shuttle.
USD75, 2 hours
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Day 7: Travel to Maui

Mauna Kea, Hawaii

8:00AM

Breakfast at the Royal Hawaiian

Enjoy one last breakfast at the Royal Hawaiian, soaking in the luxury.
On-site dining.
USD40, 1 hour

10:00AM

Fly to Maui

A short 30-minute flight from Honolulu to Maui sets you up for more beautiful beaches.
Airport transfer via hotel transport.
USD150, 2 hours

12:00PM

Arrival and Check-in at The Ritz-Carlton Kapalua

Settle into your luxurious resort and relish the stunning ocean views.
Transfer from the airport.
USD600, 2 hours

2:00PM

Lunch at The Plantation House

Enjoy farm-to-table dining with spectacular ocean views.
10-minute drive from your hotel.
USD70, 1.5 hours

4:00PM

Explore the Beaches

Relax and sunbathe at the stunning beach near your resort.
Walk from your hotel.
Free, 3 hours

7:00PM

Dinner at The Banyan Tree

Enjoy Asian-influenced dishes while surrounded by the beauty of Maui.
10-minute walk.
USD85, 2 hours
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Day 8: Maui Adventure

Maui, Hawaii

7:00AM

Breakfast at the Hotel

Relish a delightful buffet breakfast at The Ritz-Carlton's dining room.
On-site dining.
Included, 1 hour

8:30AM

Road to Hana Trip

Embark on the scenic Road to Hana, filled with breathtaking views and waterfalls.
Car rental for the trip.
USD100, 8 hours

4:30PM

Lunch at Hana Farms

Stop for a picnic-style lunch at Hana Farms enjoying delicious fresh produce.
On the route.
USD40, 1 hour

6:00PM

Return to the Hotel

Take your rental car back, cherishing the views on the way back.
Drive back to the hotel.
Free (car rental), 2 hours

8:00PM

Dinner at Merriman's

Indulge in farm-to-table cuisine whilst overlooking the magical ocean sunset.
Easy 10-minute drive.
USD100, 2 hours
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Day 9: Water Activities in Maui

Maui, Hawaii

8:00AM

Breakfast at The Ritz-Carlton

Enjoy another beautiful buffet breakfast prepared with local ingredients.
On-site dining.
Included, 1 hour

9:30AM

Snorkelling Trip

Experience colourful marine life on a snorkelling trip to Molokini Crater.
Private transfer to the marina.
USD120, 5 hours

3:00PM

Lunch Onboard

Enjoy a packed lunch while you soak in the sun at sea.
Included in the snorkelling trip.
Included, 1 hour

4:30PM

Return to the Hotel

Return back to the hotel and relax after your exciting day.
Private transfer back.
Included, 1 hour

6:30PM

Dinner at The Restaurant at Crater Famed

Indulge in gourmet dishes while enjoying views of Haleakalā.
15-minute drive from your hotel.
USD90, 2 hours
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Day 10: Travel to Kauai

Kauai, Hawaii

8:00AM

Breakfast at The Ritz-Carlton

Enjoy your breakfast to start the day before your onward journey.
On-site dining.
Included, 1 hour

10:00AM

Fly to Kauai

A quick flight introduces you to the breathtaking landscapes of Kauai.
Transfer to the airport.
USD150, 2 hours

12:00PM

Check-in at Grand Hyatt Kauai

Check into your luxury retreat nestled on the lush shores of Kauai.
Short airport transfer.
USD500, 1 hour

2:00PM

Lunch at Ilima Terrace

Relax with a laid-back lunch amidst tropical scenery.
On-site dining.
USD45, 1.5 hours

4:00PM

Waimea Canyon Exploration

Witness the 'Grand Canyon of the Pacific' with breathtaking views and numerous trails.
Car rental recommended.
USD10, 3 hours

7:00PM

Dinner at Tidepools

Dine surrounded by natural beauty at this restaurant with an exquisite menu.
On-site dining.
USD90, 2 hours
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Day 11: Kauai Relaxation

Kauai, Hawaii

9:00AM

Breakfast at Grand Hyatt

Enjoy a leisurely breakfast with ocean views from the restaurant.
On-site dining.
Included, 1 hour

10:30AM

Tropical Spa Retreat

Treat yourselves to a luxurious couple's treatment at the spa.
Spa appointment at the hotel.
USD250, 2 hours

1:00PM

Lunch at the poolside

Enjoy a light poolside lunch as you bask in the sun.
On-site dining.
USD40, 1 hour

3:00PM

Relax by the Pool

Unwind with some sunbathing and refreshing swims in the hotel pool.
In the hotel area.
Free, 3 hours

7:00PM

Dinner at The Beach House

Dine in a magical setting while sampling fresh seafood.
Taxi or short walk.
USD80, 2 hours
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Day 12: Explore Kauai

Kauai, Hawaii

8:00AM

Breakfast at the hotel

Savor a delightful breakfast spread overlooking the gardens.
On-site dining.
Included, 1 hour

9:30AM

Kayaking on the Wailua River

Enjoy a serene kayak trip along the tranquil Wailua River.
Equipment rental provided by the hotel.
USD75, 3 hours

1:00PM

Lunch at a local eatery

Taste authentic Hawaiian cuisine at a local spot.
Short drive to nearby area.
USD30, 1.5 hours

3:00PM

Visit Hanalei Bay

Spend your afternoon at the picturesque Hanalei Bay known for its stunning views.
Car rental recommended.
Free, 3 hours

7:00PM

Dinner at Bar Acuda

Dine on locally-sourced dishes in an upscale setting.
Reservation recommended.
USD80, 2 hours
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Day 13: Return to Oahu

Kauai, Hawaii to Oahu, Hawaii

8:00AM

Breakfast at Grand Hyatt

Enjoy one last breakfast with ocean views.
On-site dining.
Included, 1 hour

10:00AM

Fly to Oahu

Another short flight takes you back to Oahu.
Transfer to the airport.
USD150, 2 hours

12:00PM

Check-in at Moana Surfrider

Experience luxury at this historic hotel right on the beach.
Hotel transport.
USD400, 1 hour

2:00PM

Lunch at The Veranda

Indulge in afternoon tea and light meals at The Veranda.
On-site dining.
USD45, 1.5 hours

4:00PM

Shopping on Kalakaua Avenue

Enjoy shopping at a variety of upscale shops and boutiques.
Short walk to the shopping area.
Variable, 3 hours

7:00PM

Farewell Dinner at House Without a Key

Enjoy a sunset dinner with live Hawaiian music at this famous venue.
Walk from the hotel.
USD85, 2 hours
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Day 14: Travel Back to Calgary

Oahu, Hawaii to Calgary, Canada

8:00AM

Breakfast at Moana Surfrider

Cherish your final breakfast before departing Hawaii.
On-site dining.
Included, 1 hour

10:00AM

Fly Back to Calgary

Bid farewell to paradise as you board your flight back to Calgary.
Airport transfer.
USD800, Duration of flight
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