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Romantic 5-Day Honeymoon Itinerary in Hawaii
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Romantic 5-Day Honeymoon Itinerary in Hawaii
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Day 1: Arrival in Maui
Kahului, Maui, Hawaii
12:00PM
Check into The Ritz-Carlton
Arrive in scenic Maui and settle into your luxurious ocean-view suite at The Ritz-Carlton, renowned for its stunning vistas and outstanding service.
Located at Kapalua Bay, just a short drive from Kahului Airport.
USD600, 1.5 hours
2:00PM
Relax on Kapalua Beach
Spend a few hours unwinding on the stunning Kapalua Beach, where you can soak in the sun and gentle waves together.
A short walk from the hotel to the beach access.
Free, 2 hours
5:00PM
Dinner at Merriman's
Enjoy farm-to-table dining at Merriman's, offering breathtaking sunset views and exquisite local cuisine.
Located near Kapalua Beach, a quick 5-minute drive.
USD150, 2 hours
Find Hotels in Kahului
Day 2: Explore Maui
Lahaina, Maui, Hawaii
7:30AM
Breakfast at The Gazebo
Start your day with a delicious breakfast on the oceanfront patio at The Gazebo, renowned for its pancakes.
Located in Napili, about a 15-minute drive from your hotel.
USD40, 1 hour
9:00AM
Snorkeling at Molokini Crater
Embark on a romantic snorkeling trip to Molokini Crater, a partially submerged volcanic caldera, teeming with marine life.
Board your snorkeling vessel at Maalaea Harbor, about 30 minutes from the restaurant.
USD130, 4 hours
1:30PM
Lunch at Mama's Fish House
Savor fresh seafood at Mama's Fish House, a local favorite, with an enchanting beachfront atmosphere.
Located about 40 minutes from Maalaea Harbor.
USD100, 2 hours
4:00PM
Visit Haleakalā National Park
Take a scenic drive to Haleakalā National Park for stunning vistas and a great opportunity for sunset views.
Approximately 1-hour drive from Mama's Fish House.
USD30 (per vehicle), 3 hours
7:30PM
Dinner at The Westin Mau's 'Olu Restaurant
Delight in a romantic dinner at the new 'Olu Restaurant, where you’ll find an inspired menu featuring local Hawaiian flavors.
Located in Ka'anapali, about 15 minutes from the park exit.
USD120, 2 hours
Find Hotels in Lahaina
Day 3: Romantic Oahu
Waikiki, Oahu, Hawaii
8:00AM
Travel to Oahu
Check out of your hotel and catch a morning flight to Oahu, where adventure and romance await.
It's a short hour-long flight from Maui to Oahu.
USD150, 2 hours (including airport time)
10:30AM
Check into The Modern Honolulu
Arrive at The Modern Honolulu, where sophisticated accommodations meet the serenity of the ocean.
Located in Waikiki, about 20 minutes from Daniel K. Inouye International Airport.
USD350, 1 hour
12:00PM
Lunch at Duke's Waikiki
Enjoy Hawaiian cuisine at Duke's Waikiki right on the beach, complete with a laid-back vibe and ocean views.
Just a 10-minute walk from your hotel.
USD60, 1.5 hours
2:00PM
Explore Diamond Head State Monument
Hike to the summit of Diamond Head for breathtaking 360-degree views of Oahu.
A 15-minute drive to Diamond Head parking area.
USD15 (per vehicle), 2 hours
5:00PM
Sunset Picnic at Waikiki Beach
Find a cozy spot on Waikiki Beach and enjoy a picnic with locally sourced snacks, taking in the vibrant sunset colors.
Return to Waikiki Beach, a short drive back from Diamond Head.
USD50, 2 hours
7:00PM
Dinner at Roy's Waikiki
Indulge in an exquisite dinner at Roy's, an upscale Hawaiian fusion restaurant, perfect for a romantic evening.
Located around a 10-minute drive from the beach picnic spot.
USD180, 2 hours
Find Hotels in Waikiki
Day 4: Adventures in Oahu
Kailua, Oahu, Hawaii
8:00AM
Breakfast at Leonard’s Bakery
Start your day with Leonard's famous malasadas, a Portuguese donut that’s a must-try in Hawaii.
A 20-minute drive from your hotel.
USD20, 1 hour
9:30AM
Kayaking to the Mokulua Islands
Spend a thrilling morning kayaking to the Mokulua Islands and enjoy swimming, snorkeling, and sunbathing on a secluded beach.
Drive about 30 minutes to Kailua Beach where rentals are available.
USD60, 3 hours
1:00PM
Lunch at Buzz’s Lanikai
Enjoy a relaxed lunch at Buzz’s Lanikai, with beachfront seating and an inviting atmosphere.
Only a 5-minute drive from Kailua Beach.
USD70, 1.5 hours
3:00PM
Relax at Lanikai Beach
Spend the afternoon at the stunning Lanikai Beach, perfect for swimming or simply lounging in the sun.
Just a 10-minute drive from the restaurant.
Free, 2.5 hours
6:00PM
Dinner at Kailua Beach Adventures
Wrap up your day with a beachside dinner at Kailua Beach Adventures, where delicious options await you post-sunset.
About 10 minutes back to the beach access.
USD90, 2 hours
Find Hotels in Kailua
Day 5: Serene Kauai
Lihue, Kauai, Hawaii
9:00AM
Travel to Kauai
Fly to Kauai and get ready to explore the landscapes that inspired countless films and adventures.
A short flight from Oahu to Kauai.
USD180, 2 hours (including airport time)
11:00AM
Check into Hanalei Bay Resort
Relax and rejuvenate at the Hanalei Bay Resort located on the North Shore, surrounded by picturesque mountains and beaches.
About 40-minute drive from Lihue Airport, following the scenic coastal roads.
USD350, 1 hour
12:30PM
Lunch at The Kalalau Trail
Enjoy lunch and a breathtaking view while hiking part of the Kalalau Trail, taking in the green valleys and blue coastlines.
Drive to the trailhead, around 30 minutes from the hotel.
USD20 (snacks), 2 hours
3:00PM
Visit Waimea Canyon
Explore Waimea Canyon, known as the 'Grand Canyon of the Pacific', where you’ll have stunning views and great photo ops.
A scenic drive, approximately 1 hour from the trailhead.
USD10 (parking fee), 3 hours
7:00PM
Dinner at The Beach House
Celebrate your honeymoon with a romantic dinner at The Beach House, where you can enjoy fresh local seafood with ocean views.
Located in Koloa, around a 45-minute drive from Waimea Canyon.
USD150, 2 hours
Find Hotels in Lihue
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Itinerary created by
Plantrip Team
January 20, 2025
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