9 Days from $5,990 USD / person
Oahu & Lanai: Beaches, Nature & History
Sample Itinerary
Day 1 – 3
International Arrival
Welcome to Oahu! Our representative will meet you at the exit of the baggage claim area holding a signboard with your name. You will be greeted with a traditional fresh flower lei and an enchanting Aloha. Our representative will assist you with your luggage, introduce you to your chauffeur, or escort you to the rental car pickup station., You will be transferred from Honolulu airport to your hotel in a private SUV. For your convenience, we have already included driver gratuity.
2 Nights
Oahu
Oahu, Hawaii’s third largest island, has a rich cultural history, stunning beaches and pristine tropical landscapes. Honolulu, Hawaii’s capital, and the naval base of Pearl Harbor are located here. Iconic Waikiki beach overlooks Diamond Head crater, and has a buzzing nightlife, as well as plenty of dining and shopping spots. Visit Iolani Palace, the only royal palace in the USA, and Bishop Museum, where you can witness a hula performance. Go snorkeling in Hanauma Bay to discover splendid marine life. Explore the Windward Coast’s emerald valleys, dotted with rustic ranches, pineapple and sugarcane fields. Walk through the world’s largest pineapple maze at the Dole Plantation and relish a delicious Dole Whip. At Pearl Harbor National Memorial, you can learn about the history of the US involvement in World War II. Visit the Polynesian Cultural Center to participate in Ali’I Luau, a traditional feast with local dishes like imu (pit oven roasted) pork and lomi-lomi (salad with cured salmon), accompanied by lively entertainment.
Hotel options
Halekulani – Opt 1
Room
Ocean View Room
Meals
Room Only
Style
Beach Resort
Halekulani – Opt 2
Room
Ocean Front Room
Meals
Room Only
Style
Beach Resort
Day 3 – 7
Board your flight from Oahu, HI to Lanai (Duration: 0.5hrs, Economy Class)
You will be transferred from Lanai airport to your hotel in a shared vehicle organized by your hotel
4 Nights
Lanai
Lanai is the smallest inhabited and publicly accessible island in the Hawaiian chain. It is known locally as the Pineapple Island because the entire island formed a pineapple plantation in the past. To reach Lanai, you can take a short ferry ride from Maui or fly into the airport. The island remains largely undeveloped and has few paved roads. Historic Lanai city, located in the central highlands at an elevation of 1700 ft, is the only noteworthy community. It contains a handful of shops and businesses that you can browse for clothing or art works. There are three golf courses on the island, two private and one public. Given the lack of roads, the best way to get around the island is to hire a four-wheel drive vehicle. Some hotels also have shuttles that will take you to popular attractions. Visit The Garden of the Gods, or Keahiakawelo, an otherworldly bright orange landscape that is strewn with boulders and rock towers invoking the planet Mars. Stroll along Shipwreck Beach to see wrecks of stranded World War II ships. You can also explore the13-mile long Munro Trail, where a lookout point offers panoramic views of all six major Hawaiian Islands.
Hotel options
Sensei Lanai – Opt 1
Room
Koele Room
Meals
Room Only
Style
Resort
Four Seasons Resort Lanai – Opt 2
Room
Ocean View Room
Meals
Room Only
Style
Beach Resort
Day 7 – 9
You will be transferred from your hotel to Lanai airport in a shared vehicle organized by your hotel
Board your flight from Lanai to Oahu, HI (Duration: 0.5hrs, Economy Class)
You will be transferred from Honolulu airport to your hotel in a private SUV. For your convenience, we have already included driver gratuity. (Duration: 30 min)
2 Nights
Oahu
Oahu, Hawaii’s third largest island, has a rich cultural history, stunning beaches and pristine tropical landscapes. Honolulu, Hawaii’s capital, and the naval base of Pearl Harbor are located here. Iconic Waikiki beach overlooks Diamond Head crater, and has a buzzing nightlife, as well as plenty of dining and shopping spots. Visit Iolani Palace, the only royal palace in the USA, and Bishop Museum, where you can witness a hula performance. Go snorkeling in Hanauma Bay to discover splendid marine life. Explore the Windward Coast’s emerald valleys, dotted with rustic ranches, pineapple and sugarcane fields. Walk through the world’s largest pineapple maze at the Dole Plantation and relish a delicious Dole Whip. At Pearl Harbor National Memorial, you can learn about the history of the US involvement in World War II. Visit the Polynesian Cultural Center to participate in Ali’I Luau, a traditional feast with local dishes like imu (pit oven roasted) pork and lomi-lomi (salad with cured salmon), accompanied by lively entertainment.
Hotel options
Four Seasons Resort Oahu at Ko Olina – Opt 1
Room
Partial Ocean View Room
Meals
Room Only
Style
Resort
Four Seasons Resort Oahu at Ko Olina – Opt 2
Room
Ocean Front Room
Meals
Room Only
Style
Resort
You will be transferred from your hotel to Honolulu airport in a private SUV. For your convenience, we have already included driver gratuity. (Duration: 30 min)
International Departure
Price & Inclusions
Prices are in USD and exclude international flights. This trip price is based on low season rates for accommodation and other applicable services, and may change depending on availability, currency fluctuations and number of people traveling together. For high season prices, please contact us with your exact travel dates and preferences.
Price Includes
- Accommodation and meals, as specified in the itinerary
- Activities and excursions, as specified in the itinerary
- Transportation services, as specified in the itinerary
- Your Trip Coordination Team: Dedicated support throughout your journey, with a primary, personal point of contact. Plus, in case of emergencies while you’re traveling, our trip coordination team are available 24/7 by phone
Not Included
- Entrance fees and meals, unless mentioned in the itinerary description
- Tips and personal expenses
- Visa and tourism fees
- Travel, health, and cancellation insurance
- International airfare
What Our Guests Say
“Elizabeth with Enchanting Travels did an excellent job planning our once in a lifetime dream trip with the family! Hotels were nice and in great locations. Activities/tours booked were very respectable, interesting, and entertaining. The best part was it took the stress off of me to have to plan and book everything. Kenny was available to us throughout the whole trip for any questions or issues and resolved them quickly. We would love to work with them again in the future.”
December 2023 Rating 5/5
“Enchanting Travels helped plan my perfect honeymoon to Hawaii. They took the stress off of me and made everything seamless. The 10 day trip was just what we needed after months and months of wedding planning!”
November 2023 Rating 5/5
“My husband and I took an amazing honeymoon/one year anniversary trip to two different Hawaiian islands. The communication Mary and Vanesa provided us was great! Couldn’t have asked for a better trip! We had a last minute issue with our car rental and Vanesa went above and beyond for us to make everything work.”
September 2023 Rating 5/5
“The team we worked with made planning our honeymoon so easy for us! At a time where we were so overwhelmed planning, working with Enchanting Travels gave us one less thing to worry about – and made our trip all the more relaxing and enjoyable.”
October 2021 Rating 4/5
“We were really cutting it close booking our honeymoon. Luckily, we found Shannon at Enchanting Travels, and we had the most amazing 10 days in Maui! She was able to give us a nice balance between adventure and relaxation, and recommended (and was able to book in a pinch) all the must-do’s for first timers. Whether it was our helicopter tour of the island, watching the sunrise at Haleakala, seeing waterfalls along the Road to Hana, snorkeling with sea turtles, or just laying by the pool at our resort… we were thankful to have booked with a company who really listened to our wishes for our special trip.”
August 2022 Rating 5/5
“We had an extraordinary trip enabled by Enchanting Travels. Our Trip Coordinator, in particular, was responsive, engaged, kind and incredibly professional. She helped make the trip a once-in-a-lifetime experience for our family.”
August 2023 Rating 5/5
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