14 Days of Hawaiian Adventure and Culture Itinerary

Begin your second day with an exciting snorkeling tour at Molokini Crater. Join the Molokini Snorkel & Slide 7AM - 12PM tour for an unforgettable underwater adventure. Molokini Crater is a crescent-shaped volcanic crater that offers some of the best snorkeling spots in Hawaii. Marvel at the vibrant coral reefs and diverse marine life as you explore this unique underwater world.

After your snorkeling tour, head back to shore and enjoy lunch at The Mill House, located in Maui Tropical Plantation. The restaurant offers farm-to-table cuisine with stunning views of the plantation grounds. After lunch, take a guided tour of Maui Tropical Plantation to learn about Hawaii's agricultural history and see various tropical plants up close.

In the evening, treat yourself to a relaxing sunset cruise with dinner aboard South Maui: Sunset Cruise with 4-Course Dinner and Drinks. This luxurious cruise offers breathtaking views of the coastline as you savor a delicious four-course meal paired with refreshing drinks. It's the perfect way to unwind after an adventurous day.

Start your third day by immersing yourself in Hawaiian culture with a visit to Lahaina Town. Begin with a guided walking tour that takes you through historic sites such as Lahaina Banyan Court Park, where you'll find one of the largest banyan trees in Hawaii. Learn about Lahaina's rich history as a whaling village and its significance in Hawaiian culture.

For lunch, head over to Aloha Mixed Plate for some authentic Hawaiian cuisine. Enjoy traditional dishes like loco moco or kalua pork while taking in beautiful ocean views from their outdoor seating area.

In the evening, join Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour & Tasting for an indulgent experience exploring Maui's cacao farms. Learn about sustainable farming practices while sampling delicious chocolates made from locally grown cacao beans.

Kick off your fourth day with an exhilarating zipline adventure at Maui: Haleakala 5-Line Zipline Adventure. This tour offers stunning views of the Haleakala volcano and lush landscapes as you zip through the treetops. It's a thrilling way to start your day and get your adrenaline pumping.

After your morning adventure, head to Kihei Caffe for a hearty brunch. Known for its delicious breakfast options, this local favorite offers everything from pancakes to loco moco. Afterward, spend some time exploring Kihei's charming shops and boutiques.

In the evening, join the South Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise. This cruise offers a relaxing atmosphere with stunning sunset views over the Pacific Ocean. Enjoy a delicious dinner featuring prime rib or mahi-mahi while sipping on tropical cocktails.

Central Maui: Two-Island Scenic Helicopter Flight to Molokai is the perfect way to start your fifth day. This helicopter tour offers breathtaking aerial views of Maui and Molokai, including lush rainforests, cascading waterfalls, and dramatic cliffs. It's an unforgettable experience that provides a unique perspective of Hawaii's natural beauty.

For lunch, head to Tin Roof, a popular spot known for its delicious Hawaiian comfort food. Try their famous mochiko chicken or poke bowls for a satisfying meal. After lunch, visit Iao Valley State Park for a leisurely hike through lush greenery and scenic landscapes.

Ma'alaea Harbor: Whale Watching Catamaran Cruise is an excellent way to end your day. This evening cruise offers the chance to see majestic humpback whales up close as they migrate through Hawaiian waters. Enjoy informative commentary from marine naturalists while sipping on refreshing drinks.

North Maui: 7 Line Zipline Adventure with Ocean Views is an exciting way to start your sixth day. This zipline tour takes you through lush forests with stunning ocean views along the way. It's perfect for adventure seekers looking for an adrenaline rush.

Mama's Fish House is an ideal spot for lunch after your morning adventure. Located in Paia, this renowned restaurant offers fresh seafood dishes with beautiful oceanfront views. After lunch, explore Paia Town's eclectic shops and art galleries.

In the evening, join Maui: Sunset Sailing Cruise with Champagne from Lahaina. This luxurious sailing cruise offers breathtaking sunset views over the Pacific Ocean while you sip on champagne and enjoy light appetizers.

Start your seventh day with the Maui: Small-Group Road to Hāna Sightseeing Tour. This tour takes you along the famous Road to Hana, a scenic drive known for its breathtaking views of lush rainforests, cascading waterfalls, and dramatic coastal cliffs. The small-group setting ensures a personalized experience as you explore hidden gems and learn about the history and culture of the area from your knowledgeable guide.

Enjoy a picnic lunch at one of the picturesque stops along the Road to Hana. Afterward, continue your journey with visits to iconic sites such as Wailua Falls and the Seven Sacred Pools at Ohe'o Gulch. Take a refreshing dip in one of the natural pools or simply relax and soak in the serene surroundings.

Return to your accommodation in the evening and unwind with dinner at Hana Ranch Restaurant. This local favorite offers delicious farm-to-table cuisine with stunning views of Hana Bay. Savor fresh seafood dishes and other Hawaiian specialties while reflecting on your day's adventures.

Begin your eighth day with an exciting snorkeling tour at South Maui: Molokini Snorkeling Adventure. Molokini Crater is renowned for its crystal-clear waters and vibrant marine life, making it one of Hawaii's top snorkeling destinations. Explore the underwater world as you swim alongside colorful fish, coral reefs, and possibly even sea turtles.

After your snorkeling adventure, head back to shore for lunch at Monkeypod Kitchen by Merriman. This popular restaurant offers a diverse menu featuring locally sourced ingredients and creative dishes. Enjoy a relaxing meal on their outdoor patio while taking in beautiful ocean views.

In the evening, join From Ma'alaea: Maui Sunset Cruise with Drinks and Snacks. This sunset cruise offers stunning views of Maui's coastline as you sail along the tranquil waters. Sip on tropical cocktails and enjoy light snacks while watching the sun dip below the horizon.

Start your ninth day with an early morning visit to Haleakala National Park for Maui: Haleakala National Park Sunrise Tour. Witnessing sunrise from Haleakala's summit is a truly magical experience as you watch the sky come alive with vibrant colors over Maui's highest peak. The tour includes informative commentary about Haleakala's unique geology and cultural significance.

After descending from Haleakala, head to Kula Bistro for brunch. Located in Upcountry Maui, this charming eatery offers delicious breakfast and lunch options made from locally sourced ingredients. Afterward, explore nearby attractions such as Ali'i Kula Lavender Farm or Surfing Goat Dairy for some unique local experiences.

In the evening, join South Maui: Whale Watch Kayaking and Snorkel Tour in Kihei. Paddle through calm waters while keeping an eye out for humpback whales during their migration season (December-April). End your day by snorkeling among vibrant coral reefs teeming with marine life.

Begin your tenth day with an underwater adventure at Maui: Underwater Submarine Adventure. This unique tour takes you 100 feet below the surface in a real submarine, offering an unparalleled view of Maui's vibrant marine life and coral reefs. It's a fantastic way to explore the underwater world without getting wet, making it perfect for all ages.

After your submarine adventure, head to Leoda's Kitchen and Pie Shop for lunch. This charming eatery is known for its delicious pies and hearty sandwiches made from locally sourced ingredients. Enjoy a relaxing meal in their cozy dining area or take your food to go and have a picnic by the beach.

In the evening, join South Maui: Sunset Cruise with 4-Course Dinner and Drinks. This luxurious cruise offers breathtaking views of the coastline as you savor a delicious four-course meal paired with refreshing drinks. It's the perfect way to unwind after an adventurous day.

Maui: Road to Hana Adventure with Breakfast & Lunch is an excellent way to start your eleventh day. This guided tour takes you along the famous Road to Hana, offering stunning views of lush rainforests, cascading waterfalls, and dramatic coastal cliffs. Enjoy breakfast and lunch along the way as you learn about the history and culture of this iconic route.

Hana Ranch Restaurant is an ideal spot for lunch during your Road to Hana adventure. This local favorite offers delicious farm-to-table cuisine with stunning views of Hana Bay. Savor fresh seafood dishes and other Hawaiian specialties while reflecting on your day's adventures.

Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour & Tasting is a delightful way to end your day. Explore Maui's cacao farms while learning about sustainable farming practices and sampling delicious chocolates made from locally grown cacao beans.

Kahului: Guided Rainforest and Waterfall Walk is a great way to start your twelfth day. This guided hike takes you through lush rainforests, past cascading waterfalls, and offers plenty of opportunities for swimming in natural pools. Learn about Hawaii's unique flora and fauna from your knowledgeable guide as you explore this beautiful landscape.

The Mill House is an excellent choice for lunch after your morning hike. Located in Maui Tropical Plantation, this restaurant offers farm-to-table cuisine with stunning views of the plantation grounds. After lunch, take a guided tour of Maui Tropical Plantation to learn about Hawaii's agricultural history.

Maui: Sunset Sailing Cruise with Champagne from Lahaina is a luxurious way to end your day. Enjoy breathtaking sunset views over the Pacific Ocean while sipping on champagne and enjoying light appetizers aboard this elegant sailing cruise.

Start your thirteenth day with an exhilarating whale watching tour. Join the Ma'alaea Harbor: Whale Watching Catamaran Cruise for a chance to see majestic humpback whales up close as they migrate through Hawaiian waters. The tour includes informative commentary from marine naturalists, providing insights into the behavior and biology of these magnificent creatures.

After your whale watching adventure, head to Maui Brewing Company for lunch. This popular brewery offers a variety of craft beers and delicious pub fare, making it a great spot to relax and refuel. Enjoy a tasting flight of their signature brews while savoring dishes like fish tacos or a hearty burger.

Central Maui: Two-Island Scenic Helicopter Flight to Molokai is the perfect way to end your day. This helicopter tour offers breathtaking aerial views of Maui and Molokai, including lush rainforests, cascading waterfalls, and dramatic cliffs. It's an unforgettable experience that provides a unique perspective of Hawaii's natural beauty.

South Maui: Molokini & Turtle Town Snorkeling Tour with Meal is an excellent way to start your final day in Hawaii. This snorkeling tour takes you to two of Maui's top snorkeling spots: Molokini Crater and Turtle Town. Explore vibrant coral reefs teeming with marine life and swim alongside graceful sea turtles in crystal-clear waters.

Flatbread Company is an ideal spot for lunch after your snorkeling adventure. Located in Paia, this restaurant offers delicious wood-fired pizzas made from locally sourced ingredients. Enjoy a relaxing meal on their outdoor patio while taking in beautiful ocean views.

South Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise is the perfect way to conclude your Hawaiian adventure. This luxurious cruise offers stunning sunset views over the Pacific Ocean as you savor a delicious dinner featuring prime rib or mahi-mahi paired with tropical cocktails.