Hawaiian Honeymoon - Two Islands in 12 days

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Sherry Chesley, Travel Agent in Kingston, NH

Sherry Chesley

Kingston, NH Travel Agent
Super Agent

Sherry Chesley

Kingston, NH · 5 Years of Experience

Adventure Travel And Cruising, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
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Sherry is amazing. She is personable, down to earth, laid back, but can definitely take care of business! She planned our honeymoon from just a n... Read More >
COUNTRIES VISITED:Hawaii
PLACES VISITED:Haleakala, Maui, Hana, Maui, Kauai Island, Lahaina, Maui, Maui Island
SUGGESTED DURATION:12 Days
This 12-day Hawaiian honeymoon blends romance, adventure, and culture across Maui and Kaua‘i. Begin on Maui, exploring the Road to Hana, snorkeling Molokini Crater, and watching the sunrise from Haleakala. Enjoy romantic dinners, beach time, and a touch of Hawaiian history in Lahaina. Then fly to Kaua‘i, where lush landscapes and peaceful vibes set the tone. Hike Waimea Canyon, take in the stunning Na Pali Coast by boat or helicopter, and relax on secluded beaches. A traditional luau adds the perfect cultural finale. With rental cars on both islands, you’ll explore at your own pace—making this a perfect mix of unforgettable moments and island serenity. This journey offers a meaningful balance of relaxation and exploration—a beautiful beginning to your life together, surrounded by the spirit of aloha.
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DAY1
Maui Island
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Arrive in Maui
Arrive in Maui and grab your rental car at the airport. I suggest a convertible or Jeep like rental to be able to see the beautiful highs and lows of the Island. Head to Hyatt Regency Maui Resort or your choice of accommodations for your time in Maui.
HIGHLIGHTS:
Pick up your convertible car for the week.
DAY2
Maui Island
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Relax on the beach or explore locally after a day of travel
Spend the day unwinding after your day of travel. Explore the resort, enjoy the amazing beach or explore local to your hotel.
HIGHLIGHTS:
Enjoy the amazing beach at your resort and take in the spirit of Aloha
DAY3
Lahaina, Maui
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Sunset Catamaran Cruise
Spend the morning exploring your area and end your night with a romantic sunset catamaran cruise with drinks and appetizers or even a full dinner.
HIGHLIGHTS:
Sunset Catamaran Cruise
DAY4
Haleakala, Maui
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Sunrise on Haleakala National Park Summit
Watching the sunset from the summit of Haleakala National Park is an unforgettable experience and truly one you won’t want to miss. At over 10,000 feet above sea level, you’re above the clouds—literally. As the sun dips below the horizon, the sky transforms into layers of fiery orange, deep pink, and soft purple, casting dramatic shadows across the crater's lunar-like landscape. It’s a surreal, almost spiritual moment of stillness and beauty that few places on Earth can match. The temperature drops quickly, adding to the otherworldly feel, so bring a jacket—and your camera. This is Maui magic at its most breathtaking.
HIGHLIGHTS:
Remember, Reservations must be made in advance!
DAY5
Maui Island
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Experience the Spirit of Hawaii
The Drums of the Pacific Luau is a must-see experience—and it’s even better if you’re already staying at the Hyatt Regency Maui, where it takes place just steps from your room. This high-energy show takes you on a journey through the islands of Polynesia with captivating dances, powerful drumming, and fire-knife performances that will leave you in awe. You'll enjoy a traditional Hawaiian feast under the stars, complete with kalua pig, fresh island dishes, and tropical cocktails—all with an ocean view. No need to worry about transportation or logistics—just walk from your room, grab a welcome mai tai, and settle in for an evening of music, culture, and unforgettable entertainment. It's the perfect way to celebrate your honeymoon in true Hawaiian style.
HIGHLIGHTS:
Drums of the Pacific Luau
DAY6
Maui Island
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An adventurous drive you'll never regret! Not for the faint of heart
Kahekili Highway (Back Road to Hana): This route is a more adventurous option, offering rugged coastal scenery and access to attractions like the Nakalele Blowhole and the Honolua Bay overlook. It's a longer and more challenging drive than the traditional Road to Hana, with some unpaved sections and hairpin turns, but it provides a unique perspective of Maui's north shore.
HIGHLIGHTS:
Drive the Kahekili Highway (Back Road to Hana)
DAY7
Maui Island
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Enjoy a relaxing day at the resort or other local beach
Make sure to save time to do, well, nothing. No plans, no set times, just relax and explore.
HIGHLIGHTS:
Relax and enjoy each other
DAY8
Hana, Maui
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Drive the famous and breathtaking Road To Hana
The Road to Hana is more than just a drive—it’s one of the most scenic and unforgettable experiences in all of Hawaii. Winding along Maui’s lush eastern coast, this journey takes you past cascading waterfalls, black sand beaches, bamboo forests, ocean cliffs, and hidden hiking trails. Every twist and turn reveals a new piece of paradise, making the journey just as rewarding as the destination. To make the most of your adventure, you’ll receive a custom guide from me with detailed mile markers and can’t-miss stops along the way—including local food stands, secret waterfalls, and scenic photo spots. With your guide in hand and your own car, you’ll have the freedom to explore at your own pace and create memories you’ll never forget.
HIGHLIGHTS:
Road to Hana
DAY9
Kauai Island
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Grab breakfast and say Aloha to Maui...on to Kaua'i
Today, you’ll say aloha to Maui and board a short interisland flight to Kaua‘i. Upon arrival, you’ll pick up your second rental car and begin the next chapter of your honeymoon adventure. Head south to sunny Poipu, where you’ll check in to the beautiful Koloa Landing Resort at Poipu, Autograph Collection—or the accommodation of your choice. After settling in, take time to relax and explore the resort or enjoy a quiet evening soaking in the laid-back charm of Kaua‘i’s South Shore.
HIGHLIGHTS:
Unpack and explore your new resort
DAY10
Kauai Island
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Outdoor adventure on the water
The Na Pali Coast Zodiac Raft Expedition and Snorkeling Tour is one of the most thrilling and unforgettable ways to experience Kaua‘i’s most iconic coastline. Towering emerald cliffs, sea caves, waterfalls, and pristine beaches—all accessible only by boat—make this a true bucket-list adventure. Traveling by Zodiac raft adds excitement and allows you to get up close to the coastline’s dramatic features, entering sea caves and cruising under waterfalls (conditions permitting). Along the way, you’ll likely spot dolphins, sea turtles, and even monk seals. The tour also includes a stop for snorkeling in crystal-clear waters teeming with marine life—an incredible opportunity to explore Kaua‘i above and below the surface. It’s the perfect mix of adventure, natural beauty, and ocean life—and a highlight of any Kaua‘i honeymoon.
HIGHLIGHTS:
The Na Pali Coast Zodiac Raft Expedition and Snorkeling Tour
DAY11
Kauai Island
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View Kaua'i from the air!
The Hughes 500 4-Passenger Doors-Off Helicopter Tour is an absolute must-do on Kaua‘i—an adrenaline-fueled adventure with unmatched views and photo op possibilities. Departing from Lihu?e Airport, this 50–60 minute flight takes you soaring over the island’s most iconic landscapes: Jurassic Falls (featured in Jurassic Park), the vibrant Waimea Canyon, towering Na?Pali Coast cliffs, and the misty summit of Mount Waialeale . What makes it unforgettable? The doors come off—offering you pure, unobstructed panoramas and glare-free shots of waterfalls and valleys. With a maximum of just four passengers, including guaranteed window access, every seat delivers incredible, immersive views. Pilots are seasoned professionals, providing insightful commentary via headset, ensuring both safety and storytelling along the way. It’s an exhilarating way to witness Kaua‘i’s dramatic beauty from the sky—a once-in-a-lifetime experience perfect for honeymooners seeking awe, romance, and pure adventure.
HIGHLIGHTS:
The Hughes 500 4-Passenger Doors-Off Helicopter Tour
DAY12
Kauai Island
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Aloha Hawaii
Enjoy an amazing breakfast before returning to the airport to drop off your rental and catch your flight home. You'll be leaving full of memories and moments you'll talk about for years to come. Don't forget to reach out to plan return to Hawaii to explore their other amazing islands!
HIGHLIGHTS:
Aloha Hawaii!
FINAL THOUGHTS
This Maui and Kaua‘i honeymoon blends romance, adventure, and stunning scenery—sunrises, waterfalls, beaches, and unforgettable memories. A perfect start to forever, surrounded by the beauty and spirit of aloha.