Curator’s statement
Maui holds a special place in my heart because of its serene beauty and the perfect balance it offers between adventure and relaxation. The island's stunning beaches, lush landscapes and rich cultural experiences make it an ideal getaway, whether for a romantic baecation, a memorable proposal or a special anniversary celebration. From watching the sunrise at Haleakalā to enjoying a private dinner under the stars, Maui creates the perfect setting for making lasting memories. The combination of nature, luxury and romance makes it a dream destination for couples looking to connect and celebrate love.
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Day 1: Arrival

On day one, you’ll fly into Maui, likely arriving in the early afternoon. For a truly luxurious departure experience from home, consider using the Pearl Meet & Assist service at select airports. Once you arrive, check into the Four Seasons Maui, where the stunning sunset views greet you as you enter the lobby, along with a warm welcome of leis and refreshing drinks. For dinner, indulge in a fine meal at Duo Steakhouse, known for its exceptional steaks and seafood. Afterward, unwind with drinks at the hotel lounge, the perfect spot to relax and start your Maui adventure.
Day 2: Work out & relax at the hotel

On day two, start your morning with a visit to the Four Seasons fitness center, which offers a variety of equipment to keep you active, including Pilates Reformers, weights, yoga mats, Pelotons, e-bikes and scenic biking routes. After your workout, enjoy an in-room breakfast featuring fresh fruit and grains sourced from the island of Maui. Spend the rest of the day relaxing in a private cabana at the adults-only pool, where the serene atmosphere is perfect for unwinding. For lunch, enjoy a delicious meal at the poolside restaurant, and then bask in the sun for the afternoon. In the evening, indulge in an exquisite dinner at Ferraro’s, known for its Italian-inspired dishes and oceanfront views.
Day 3: Spa & snorkeling

Begin day three with an in-room breakfast for two, allowing you to enjoy a peaceful and relaxing morning together. Afterward, take a serene walk along the beach, feeling the warm sand beneath your feet and taking in the breathtaking ocean views. For a unique experience, charter a private catamaran and enjoy snorkeling in crystal-clear waters, with a delicious lunch provided on board. After a day of adventure, indulge in a rejuvenating visit to the renowned Four Seasons Spa, where you can unwind with a Lomi Mohala massage using traditional Hawaiian herb oil, followed by a soothing turmeric foot scrub. To end the day, enjoy a private dinner featuring traditional Hawai'ian cuisine, served just for the two of you in a beautiful, intimate setting.
Day 4: Road to Hana & luau

Start day four with a delightful breakfast for two, setting the tone for a day filled with exploration and cultural experiences. Afterward, embark on the iconic Road to Hana tour, where you'll journey through lush rainforests, past stunning waterfalls and along breathtaking coastal views. This scenic adventure is one of Maui’s must-do activities, offering plenty of opportunities to stop and take in the beauty of the island. In the evening, enjoy a premier luau dinner, where you'll feast on traditional Hawai'ian dishes while experiencing authentic hula dancing and cultural performances that will make for an unforgettable evening.
Day 5: Departure

On day five, enjoy a leisurely morning before preparing to fly home. Whether you savor a final breakfast or take one last walk on the beach, take a moment to reflect on the incredible memories you’ve created during your trip. After checking out of the Four Seasons Maui, you’ll head to the airport, ready to return home full of unforgettable experiences.
Need to know
To make the most of your Maui trip, consider planning for early mornings to enjoy the island’s beauty before the crowds arrive and the weather heats up. Be sure to book spa treatments and dinner reservations in advance, especially at popular spots like the Four Seasons Spa and Ferraro’s. Don’t forget to pack reef-safe sunscreen to protect the coral reefs while snorkeling, and stay hydrated throughout the day, particularly after outdoor activities. For your snorkeling and catamaran adventures, a GoPro or waterproof camera will help you capture the stunning underwater scenes.

Travel Advisor
Brianna Henry

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For more inspiration and insider recommendations, visit our Maui page.