7-Day Adventure and Relaxation Itinerary in Kaanapali, Maui, Hawaii

Day 1: Arrival and Beach Relaxation

Kaanapali, Maui, Hawaii on June 5, 2025

10:00am

Check-in at Accommodation

Settle into your hotel or vacation rental in Kaanapali and freshen up for your Maui adventure.
Varies, 1h0m

11:30am

Breakfast at Leoda's Kitchen and Pie Shop

Enjoy hearty breakfast dishes and delicious pies just a short drive from Kaanapali, perfect to energize your first day. Open from 9:00am to 7:00pm.
USD15, 1h0m

1:00pm

Relax at Kaanapali Beach

Spend your afternoon soaking up the sun and swimming in the clear waters of Kaanapali Beach, the perfect introduction to Maui’s beautiful coastline.
Free, 3h0m

5:00pm

Dinner at The Plantation House

Dine with ocean views offering fresh island cuisine; enjoy dishes like fresh seafood and locally sourced vegetables. Open until 9:00pm.
USD40, 1h30m

7:00pm

Sunset Walk Along Kaanapali Beach

Take a serene walk on the beach path to end your first day with a beautiful Maui sunset.
Free, 1h0m
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Day 2: Lahaina Exploration

Lahaina, Maui, Hawaii on June 6, 2025

8:00am

Breakfast at Gazebo Restaurant

Start your day with a popular local spot known for its macadamia nut pancakes and ocean views. Opens at 7:00am.
USD20, 1h0m

9:30am

Explore Lahaina Town

Visit historic sites, art galleries, and the famous Banyan Tree Park in this lively former whaling village.
Free, 3h0m

12:30pm

Lunch at Kimo’s Restaurant

Enjoy fresh seafood and Hawaiian specialties with oceanfront dining in Lahaina. Open from 11:00am to 9:00pm.
USD35, 1h15m

2:00pm

Visit the Baldwin Home Museum

Explore Maui's oldest house and learn about missionary history in the islands.
USD5, 1h0m

3:30pm

Coffee and Pastry Break at Maui Grown Coffee

Relax with a locally brewed coffee and sweet treats from a beloved local roaster.
USD8, 0h45m

6:00pm

Dinner at Lahaina Grill

Savor upscale island-inspired cuisine in an elegant atmosphere. Reservation recommended. Open until 9:00pm.
USD50, 2h0m
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Day 3: Snorkeling and Marine Adventure

Kaanapali, Maui, Hawaii on June 7, 2025

7:00am

Breakfast at Island Vintage Coffee

Grab an acai bowl and specialty coffee to fuel your morning. Opens at 6:30am.
USD15, 0h45m

8:30am

Molokini Crater Snorkeling Tour

Embark on a half-day boat tour to the Molokini Marine Sanctuary, famous for crystal-clear water and abundant marine life. Tours usually last 4-5 hours, departing early morning.
USD150, 5h0m

2:00pm

Lunch at Hula Grill Kaanapali

Enjoy fresh seafood with a view right on Kaanapali Beach. Open until 9:00pm.
USD35, 1h0m

4:00pm

Afternoon Relaxation at Kaanapali Beach

Unwind and rest after the snorkeling adventure with some beach time or a casual stroll.
Free, 2h0m

7:00pm

Dinner at Duke’s Beach House

Dine on classic Hawaiian dishes at Duke's with oceanfront views. Open until 9:30pm.
USD40, 1h30m
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Day 4: Haleakalā Sunrise and Upcountry

Haleakalā National Park and Upcountry Maui, Hawaii on June 8, 2025

3:30am

Drive to Haleakalā National Park

Depart early to witness the spectacular Haleakalā sunrise from the summit at 10,000 ft elevation. Reservations are required for sunrise visits.
USD30 per vehicle, 3h0m

7:00am

Breakfast at Kula Lodge

Enjoy panoramic views and breakfast with fresh local ingredients at the scenic upcountry lodge. Opens at 7:00am.
USD20, 1h0m

8:30am

Explore Upcountry Maui

Visit Ali’i Kula Lavender Farm and MauiWine for a relaxing morning amid vineyards and gardens.
Free to USD20 depending on tasting fees, 3h30m

12:30pm

Lunch at Grandma’s Coffee House

Taste fresh farm-to-table dishes in a charming locale. Open until 3:00pm.
USD20, 1h0m

2:00pm

Return to Kaanapali

Enjoy the scenic drive down and relax at your accommodation.
Free, 2h0m

6:30pm

Dinner at Merriman’s Maui

Experience farm-to-table fine dining with sunset views. Located in Kapalua, a short drive from Kaanapali. Open until 9:00pm.
USD55, 2h0m
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Day 5: Nature and Culture

Central Maui, Hawaii on June 9, 2025

7:30am

Breakfast at 808 Grindz Cafe

A casual cafe known for hearty Hawaiian-style breakfasts. Opens at 7:00am.
USD15, 1h0m

9:00am

Hike Iao Valley State Park

Explore the lush, green needle formations and learn about the valley’s cultural significance. Park open 7:00am to 6:00pm daily.
USD5 per vehicle, 2h0m

11:30am

Visit Maui Tropical Plantation

Take a tram tour to learn about the local agriculture and see tropical fruits and flowers. Open 7:30am to 4:30pm.
USD10, 1h30m

1:30pm

Lunch at Mill House Restaurant

Farm-to-table cuisine with beautiful plantation views located within Maui Tropical Plantation. Open until 3:00pm.
USD35, 1h0m

3:00pm

Return and Relax

Rest at your accommodation or enjoy the pool and beach area in Kaanapali.
Free, Rest of afternoon

6:30pm

Dinner at Sansei Seafood Restaurant & Sushi Bar

Enjoy creative sushi and seafood dishes in a lively atmosphere in Kaanapali. Open until 10:00pm.
USD40, 1h30m
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Day 6: Whale Watching and Luau

Kaanapali, Maui, Hawaii on June 10, 2025

7:00am

Breakfast at Maui Coffee Roasters

Start with fresh roasted coffee and light breakfast options in Kaanapali. Opens at 6:30am.
USD12, 0h45m

8:00am

Whale Watching Boat Tour

Join a morning tour to see humpback whales, especially active during winter months but tours operate year-round. Usually about 3-4 hours.
USD130, 4h0m

1:00pm

Lunch at Aloha Mixed Plate

Enjoy classic Hawaiian plate lunches near Lahaina in a casual setting. Open until 3:00pm.
USD20, 1h0m

2:30pm

Afternoon Free Time

Rest or explore nearby shops and beaches at your leisure.
Free, 3h0m

5:00pm

Evening Luau at Old Lahaina Luau

Experience authentic Hawaiian culture, food, and entertainment in a traditional luau setting. Early reservations required. Doors open at 5:00pm.
USD140, 3h30m
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Day 7: Leisure and Departure

Kaanapali, Maui, Hawaii on June 11, 2025

8:00am

Breakfast at Tasty Crust

Known for classic local breakfast favorites and comfort food. Opens at 7:00am.
USD15, 1h0m

9:30am

Morning Beach or Pool Time

Enjoy your last hours in Maui relaxing at the beach or hotel pool before packing up.
Free, 2h0m

12:00pm

Check-out and Transfer to Airport

Head to Kahului Airport for your departure flight with plenty of time for check-in.
Varies, 1h30m
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