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Ultimate 5-Day Maui Beach Vacation

Ultimate 5-Day Maui Beach Vacation Itinerary

Last updated: 2024 Jun 14

Sun, Sand, and Snorkeling

Morning
Kick off your Maui adventure with a hearty breakfast at Gather on Maui for Food & Drink, known for its fresh, local ingredients. After breakfast, head to the iconic Molokini Crater for a morning of world-class snorkeling and marine life exploration on the South Maui Molokini and Turtle Town Snorkeling Tour.
Afternoon
Post-snorkeling, enjoy a delicious lunch at Makai Tiki Bar, where the ocean views complement the island-inspired cuisine. Spend your afternoon at the Maui Ocean Center, immersing yourself in the vibrant undersea world of Hawaii's marine life. Don't miss the Open Ocean exhibit with its 54-foot walk-through tunnel.
Evening
As the day winds down, indulge in a sunset dinner cruise aboard the South Maui Sunset Dinner Cruise Aboard the Malolo. Savor a delectable meal with live music and panoramic views of the Maui coastline. After the cruise, unwind with a nightcap at Guava Tree Bar & Grill, known for its tropical drinks and relaxed atmosphere.
Bedtime
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Haleakalā Wonders and Lavish Luau

Morning
Experience the breathtaking Haleakala National Park at sunrise on the Maui Haleakala National Park Sunrise Tour. After the awe-inspiring sunrise, enjoy a warm breakfast amidst the cool mountain air. Take a moment to explore the park before heading back down.
Afternoon
For lunch, visit DUO Steak & Seafood at the Four Seasons Resort Maui for a luxurious dining experience. Afterward, spend a relaxing afternoon at the Ali'i Kula Lavender Farm, surrounded by fragrant fields and panoramic views of the island.
Evening
Conclude your day with the South Maui Gilligans' Island Luau with Dinner and Drinks at the Wailea Beach Resort. Enjoy a traditional Hawaiian feast, cultural performances, and the spirit of aloha. It's a perfect way to immerse yourself in the island's rich heritage.
Bedtime
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Road to Hana and Waterfall Wonders

Morning
Embark on the famous Maui Road to Hana Adventure with Breakfast & Lunch. Enjoy a guided tour through the lush rainforest, with stops at waterfalls, scenic viewpoints, and the charming town of Hana. Breakfast and lunch will be provided, so you can focus on the stunning journey.
Afternoon
After returning from Hana, take a leisurely drive to Paia, a bohemian town with eclectic shops and art galleries. Have a late afternoon snack at Dollie's Pub & Café, a local favorite known for its casual vibe and tasty bites.
Evening
As the sun sets, unwind at Hali'imaile Pineapple Farm with a guided tour of the pineapple fields. Learn about the history of pineapple in Hawaii and enjoy the sweet flavors of the island. For dinner, savor the farm-to-table cuisine at Monkeypod Kitchen by Merriman - Kaanapali, Maui, known for its innovative dishes and lively atmosphere.
Bedtime
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Whales, Waterfalls, and Beachside Bliss

Morning
Start your day with an eco-friendly adventure on the Maui Eco-Friendly Whale Watching Tour from Ma'alaea Harbor. Witness the majestic humpback whales in their natural habitat. After the tour, enjoy a delightful breakfast at Pau Huaka'i, a hidden gem with ocean views.
Afternoon
Spend your afternoon at the Maui Tropical Plantation, where you can take a tram tour to learn about the island's agriculture. Have lunch at the The Beach Club Restaurant & Bar, surrounded by swaying palms and the plantation's beauty.
Evening
For a magical end to the day, take the Maui Hike to the Rainforest Waterfalls with a Picnic Lunch. Trek through lush forests to discover hidden waterfalls and enjoy a picnic in nature. After the hike, head to Lava Rock Bar & Grill for a relaxing dinner by the beach.
Bedtime
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Relaxation and Reflection

Morning
Enjoy a leisurely morning at Ka'anapali, one of Maui's most beautiful beaches. Take a stroll, bask in the sun, or try some early morning paddleboarding. For breakfast, visit Kimo's Maui, a beachfront restaurant with a laid-back atmosphere and fantastic views.
Afternoon
After soaking up the sun, pamper yourself with a spa day at one of Maui's luxurious resorts. Indulge in a massage, facial, or other rejuvenating treatments. For a late lunch, head to Diamonds Bar & Grill, where you can dine with your toes in the sand.
Evening
As your Maui journey comes to an end, reflect on your experiences over a farewell dinner at Duke's Beach House Maui. Enjoy the fresh seafood and the sound of the waves. After dinner, take a moonlit walk on the beach, savoring the last moments of your tropical paradise vacation.
Bedtime
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