Summary
Day 1
Begin your adventure with a self-guided walking tour of the historic town of Lahaina. Once the capital of the Hawaiian Kingdom and the whaling capital of the Pacific in the 1800s, Lahaina is rich in history and charm.
You can pick up a free map at the courthouse that will guide you to various historic sites. After your tour, indulge in some shopping along Main Street and enjoy a delicious lunch at one of the numerous eateries.
Before departing, take a short ride north to visit the Lahaina Jodo Mission, located on the outskirts of town.
Day 2
On the second day, your activities will depend on your accommodations. If you are lodging in West Maui, dedicate the morning to exploring the rugged North Shore via the scenic Kahekili Highway. This drive offers breathtaking views, albeit with some challenging stretches.
Be sure to stop by the Kaukini Gallery at Kahakuloa, a top spot for unique gifts and souvenirs from your Maui vacation.
Conclude your drive in Wailuku, where you can enjoy lunch before visiting ‘Iao Valley State Park and the Bailey House Museum.
If you are based in South Maui, take the morning to bask in the stunning beaches from Kihei to Wailea and along the beautiful Makena Shore. For lunch, consider one of the popular food trucks found near Big Beach in Makena.
After some relaxation at your hotel or condo, finish your evening by heading to West Maui for the vibrant Old Lahaina Luau.
Day 3
Explore the captivating landscapes of Upcountry Maui on this day.
Drive to Haleakala National Park in the morning. Remember to bring a jacket, as the temperatures can be quite cool.
Enjoy lunch at the Ranch Store and Deli in Ulupalakua, then take a tour of the nearby Tedeschi Vineyards, Maui’s Winery for a delightful experience.
Day 4
Today offers the opportunity for an exciting whale-watching cruise (season permitting) or a snorkeling excursion at Molokini Atoll from Ma’alaea Harbor.
After your marine adventure, visit the Maui Ocean Center in Ma’alaea before enjoying dinner at a nearby restaurant.
Day 5
Get ready for an exhilarating driving experience on the famous Hana Highway.
Make frequent stops at various waterfalls and scenic vistas along the way. It’s a journey meant to be savored, so take your time to appreciate the remarkable sights.
Once you reach Hana, grab lunch before continuing on to O’heo Gulch and the grave of Charles Lindbergh at Kipahulu. Return home afterward.
If road conditions allow, consider driving around to Upcountry Maui instead of retracing your route. Check the road conditions at the National Park Visitors Center.
Day 6
Your final day will be influenced by your location.
If you are in West Maui, enjoy a relaxing day at Ka’anapali Beach or explore any of the stunning beaches in West Maui.
Golf enthusiasts will find some of the world’s finest courses nestled between Ka’anapali and Kapalua, providing an excellent final activity.
You can also squeeze in some last-minute shopping at Whalers Village.
If South Maui is your base, spend your day at the beautiful beaches in Kihei or Wailea. You might even hike to Little Beach, an unofficial clothing-optional spot accessible from bustling Big Beach in Makena.
South Maui features wonderful golf courses in Wailea and Makena. Complete your trip with some shopping at the Shops at Wailea.
Tips
- Maui offers so many activities that it is impossible to experience everything in one trip, so prioritize your must-dos.
- Start your day early for the ride to Hana, and be prepared for a lengthy adventure. The road has numerous curves and is quite narrow, so drive cautiously.
- Make some time to visit one or more of Maui’s extraordinary beaches, which are celebrated as among the best in the world.