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14 Days of Hawaiian Adventures Itinerary
Last updated: 2024 Jun 28Exploring Wailea and Makena
Morning
Start your Hawaiian adventure with a visit to Wailea. This luxurious resort area is known for its beautiful beaches, upscale shops, and world-class golf courses. Take a leisurely stroll along the Wailea Beach Path and soak in the stunning ocean views. For breakfast, stop by The Market by Capische for a delicious meal to fuel your day.
Afternoon
Evening
As the sun sets, embark on the South Maui: Sunset Cruise with 4-Course Dinner and Drinks. This tour offers a perfect blend of relaxation and adventure as you sail along the coast while enjoying a gourmet dinner. End your day with a nightcap at The Pint & Cork, a popular local bar.
Bedtime
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Snorkeling Adventures in Molokini Crater
Morning
Begin your second day with an exciting snorkeling tour at Molokini Crater. Join the Molokini Snorkel & Slide 7AM - 12PM tour to explore this underwater volcanic crater that boasts crystal-clear waters and vibrant marine life. For breakfast before your tour, grab a quick bite at Akamai Coffee Co. for some fresh pastries and coffee.
Afternoon
After your snorkeling adventure, head back to shore for lunch at Monkeypod Kitchen by Merriman, where you can enjoy farm-to-table dishes in a lively atmosphere. Spend your afternoon relaxing on Wailea Beach, one of Maui's most beautiful beaches known for its golden sands and clear waters.
Evening
For dinner, make reservations at Ko Restaurant located in the Fairmont Kea Lani Resort. This award-winning restaurant offers innovative island cuisine inspired by Hawaii's diverse cultures. After dinner, unwind with tropical cocktails at Luana Lounge while enjoying live music.
Bedtime
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Thrilling Zipline Adventure in Haleakala
Morning
Kick off day three with an adrenaline-pumping experience on the Maui: Haleakala 5-Line Zipline Adventure. Soar above lush landscapes and take in breathtaking views of Maui's Haleakala National Park. Before heading out, have breakfast at Kula Bistro, known for its hearty breakfasts and charming ambiance.
Afternoon
Following your zipline adventure, enjoy lunch at Ulupalakua Ranch Store & Grill, where you can savor locally sourced burgers while taking in panoramic views of Maui's upcountry region. Spend your afternoon exploring more of Haleakala National Park or visiting nearby attractions like Ali'i Kula Lavender Farm.
Evening
Conclude your day with dinner at Hali'imaile General Store, an iconic restaurant offering eclectic Hawaiian cuisine in a historic plantation setting. Afterward, relax with drinks at Casanova Italian Restaurant & Deli, which transforms into a lively bar with live music in the evenings.
Bedtime
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Road to Hana Adventure
Morning
Start your day early with the Maui: Road to Hana Adventure with Breakfast & Lunch. This tour takes you along the scenic Hana Highway, known for its stunning coastal views, lush rainforests, and cascading waterfalls. Enjoy a delicious breakfast provided by the tour as you embark on this unforgettable journey.
Afternoon
Continue your Road to Hana adventure in the afternoon, stopping at various points of interest such as Wai'anapanapa State Park and its famous black sand beach. The tour includes a picnic lunch, allowing you to enjoy a meal amidst the natural beauty of Maui's eastern coast.
Evening
Return from your Road to Hana tour in the evening and unwind with dinner at Mama's Fish House, renowned for its fresh seafood and beachfront location. After dinner, relax with a drink at South Shore Tiki Lounge, a laid-back bar offering tropical cocktails and live music.
Bedtime
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Exploring Lahaina and Whale Watching
Morning
Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour & Tasting is a perfect way to start your day. Learn about cacao farming and indulge in some delicious chocolate tastings. For breakfast before your tour, visit Breakwall Shave Ice Co. for some refreshing shave ice or acai bowls.
Afternoon
Ma'alaea Harbor: Whale Watching Catamaran Cruise awaits you in the afternoon. This tour offers an incredible opportunity to see humpback whales up close as they migrate through Hawaiian waters. For lunch before your cruise, dine at Seascape Ma'alaea Restaurant, which offers stunning harbor views and fresh seafood dishes.
Evening
From Ma'alaea: Maui Sunset Cruise with Drinks and Snacks will be the highlight of your evening. Enjoy breathtaking sunset views while sipping on tropical drinks and savoring light snacks. End your day with dinner at Star Noodle, known for its innovative Asian cuisine.
Bedtime
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Helicopter Tour and Snorkeling Adventure
Morning
Central Maui: Two-Island Scenic Helicopter Flight to Molokai is an exhilarating way to start your day. Experience panoramic views of Maui and Molokai from above on this scenic helicopter flight. Before your flight, have breakfast at 808 Grindz Cafe, famous for its local Hawaiian dishes.
Afternoon
South Maui: Molokini Snorkeling Adventure awaits you in the afternoon. Explore the vibrant marine life around Molokini Crater on this snorkeling tour that promises an unforgettable underwater experience. For lunch after snorkeling, visit Fred's Mexican Cafe for some tasty Mexican cuisine.
Evening
Conclude your day with dinner at Sansei Seafood Restaurant & Sushi Bar, offering fresh sushi and Japanese dishes in a lively atmosphere. After dinner, enjoy drinks at Tiki Lounge Kihei, known for its tropical cocktails and relaxed vibe.
Bedtime
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Diving into South Maui's Marine Life
Morning
Begin your day with an exhilarating underwater adventure on the Maui: Beginner Discovery Scuba Dive Excursion from Lahaina. This tour is perfect for beginners and offers a unique opportunity to explore Maui's vibrant marine life. For breakfast before your dive, visit Banana Bungalow Maui Hostel, known for its hearty and healthy breakfast options.
Afternoon
After your scuba diving experience, head to Cafe O'Lei at the Dunes for a delightful lunch featuring local Hawaiian cuisine. Spend your afternoon relaxing at Wailea Beach, where you can soak up the sun and enjoy the crystal-clear waters.
Evening
As evening approaches, embark on the South Maui: Sunset Prime Rib or Mahi Mahi Dinner Cruise. This cruise offers stunning sunset views along with a delicious dinner. End your day with a nightcap at Fleetwood's on Front St., a popular bar offering live music and rooftop views.
Bedtime
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Exploring Maui's Natural Wonders
Morning
Kahului: Guided Rainforest and Waterfall Walk is an ideal way to start your day. Explore Maui's lush rainforests and stunning waterfalls on this guided tour. For breakfast before your hike, stop by 808 Deli for some fresh sandwiches and coffee.
Afternoon
Maui: Rainforest Waterfalls Guided Hike with Picnic Lunch continues your exploration of Maui's natural beauty in the afternoon. Enjoy a picnic lunch amidst the serene surroundings of the rainforest. Afterward, visit Hali'imaile: Pineapple Farm Tour to learn about pineapple cultivation and sample some fresh pineapples.
Evening
Merriman's Kapalua is the perfect spot for dinner, offering farm-to-table dishes with breathtaking ocean views. After dinner, unwind with drinks at The Dirty Monkey, known for its extensive whiskey selection and lively atmosphere.
Bedtime
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Sailing Adventures and Local Delights
Morning
Maalaea: West Maui Snorkeling & Sailing Day Trip with Lunch kicks off your day with an exciting sailing adventure along West Maui's coast. Snorkel in pristine waters and enjoy a delicious onboard lunch. For breakfast before setting sail, visit Auntie's Kitchen for some traditional Hawaiian breakfast dishes.
Afternoon
Maui Lahaina Group Surf Lesson awaits you in the afternoon. Learn to surf in Lahaina's gentle waves under the guidance of experienced instructors. After surfing, have lunch at Cool Cat Cafe, famous for its burgers and retro vibe.
Evening
South Maui: Whale Watching Cruise Aboard Calypso will be the highlight of your evening as you witness majestic humpback whales in their natural habitat. Conclude your day with dinner at Honu Seafood & Pizza, offering delicious seafood dishes and stunning ocean views.
Bedtime
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Discovering Maui's Scenic Beauty
Morning
Start your day with the Maui: Haleakala National Park Sunrise Tour. Witness the breathtaking sunrise from the summit of Haleakala, Maui's highest peak. This early morning tour offers a unique and unforgettable experience. For breakfast after your tour, visit Kula Lodge Restaurant, known for its delicious breakfast options and stunning views.
Afternoon
In the afternoon, explore more of Haleakala National Park or visit nearby attractions such as the Ali'i Kula Lavender Farm. Enjoy a leisurely lunch at La Provence, a charming French bistro offering delectable dishes and a relaxing ambiance.
Evening
Conclude your day with dinner at Morimoto Maui, an upscale restaurant offering innovative Japanese cuisine by renowned chef Masaharu Morimoto. After dinner, unwind with drinks at The Pint & Cork, a popular local bar.
Bedtime
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Snorkeling and Sailing Adventures
Morning
South Maui: Molokini & Turtle Town Snorkeling Tour with Meal is an ideal way to start your day. Explore the vibrant marine life around Molokini Crater and Turtle Town on this snorkeling tour that includes a delicious meal. For breakfast before your tour, grab a quick bite at Akamai Coffee Co. for some fresh pastries and coffee.
Afternoon
From Ka'anapali Beach: West Maui Half-Day Snorkel Adventure awaits you in the afternoon. This half-day snorkel adventure offers another opportunity to explore Maui's underwater wonders. For lunch after snorkeling, visit Leilani's on the Beach, where you can enjoy beachfront dining with stunning ocean views.
Evening
Maui: Sunset Sailing Cruise with Champagne from Lahaina will be the highlight of your evening. Enjoy breathtaking sunset views while sipping on champagne during this relaxing sailing cruise. End your day with dinner at Paia Fish Market, known for its fresh seafood dishes.
Bedtime
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Exploring Central Maui
Morning
Maui: Road to Hana Helicopter & Waterfall Tour with Landing is an exhilarating way to start your day. Experience panoramic views of Maui's lush landscapes and cascading waterfalls from above on this scenic helicopter flight that includes a landing in Hana. Before your flight, have breakfast at 808 Grindz Cafe, famous for its local Hawaiian dishes.
Afternoon
South Maui: Eco Friendly Molokini and Turtle Town Tour continues your exploration of Maui's natural beauty in the afternoon. This eco-friendly snorkeling tour takes you to Molokini Crater and Turtle Town, where you can swim among vibrant marine life while minimizing environmental impact. For lunch after snorkeling, visit Fred's Mexican Cafe for some tasty Mexican cuisine.
Evening
Maui: Dolphin Sailing Adventure with Lunch and Drinks will be the highlight of your evening as you sail along the coast while enjoying lunch and drinks onboard. Conclude your day with dinner at Sansei Seafood Restaurant & Sushi Bar, offering fresh sushi and Japanese dishes in a lively atmosphere.
Bedtime
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Kayaking and Snorkeling in South Maui
Morning
Begin your day with an adventurous South Maui: Whale Watch Kayaking and Snorkel Tour in Kihei. This tour offers a unique opportunity to kayak alongside majestic whales and snorkel in the vibrant waters of South Maui. For breakfast before your tour, visit Kihei Caffe, known for its hearty breakfast options and local vibe.
Afternoon
After your morning adventure, head to Nalu's South Shore Grill for a delicious lunch featuring fresh, locally sourced ingredients. Spend your afternoon relaxing at Wailea Beach, where you can soak up the sun and enjoy the crystal-clear waters.
Evening
As evening approaches, embark on the South Maui: Sunset Cruise with 4-Course Dinner and Drinks. This cruise offers stunning sunset views along with a gourmet dinner. End your day with a nightcap at Fleetwood's on Front St., a popular bar offering live music and rooftop views.
Bedtime
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Final Day of Hawaiian Bliss
Morning
Start your final day in Hawaii with the serene Maui: Underwater Submarine Adventure. Explore the underwater world without getting wet as you dive to depths of over 100 feet in a real submarine. For breakfast before your adventure, stop by 808 Grindz Cafe, famous for its local Hawaiian dishes.
Afternoon
In the afternoon, take part in the exciting Maui: Small-Group Road to Hāna Sightseeing Tour. This tour takes you along the scenic Hana Highway, known for its stunning coastal views, lush rainforests, and cascading waterfalls. Enjoy a leisurely lunch provided by the tour amidst Maui's natural beauty.
Evening
Conclude your Hawaiian adventure with dinner at Mama's Fish House, renowned for its fresh seafood and beachfront location. After dinner, relax with a drink at South Shore Tiki Lounge, a laid-back bar offering tropical cocktails and live music.
Bedtime
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