5 day itinerary for Maui

Itinerary

Celebrating a best friend's 40th birthday in Maui sounds like an incredible way to mark the occasion. Let’s create a relaxed yet memorable 5-day itinerary that balances adventure, relaxation, and some birthday festivities. Grab your sunscreen, and let’s dive in!

## Day 1: Arrival and Beach Relaxation

Morning:

• Arrive in Maui! After checking into your accommodation (consider a beachfront resort or a cozy vacation rental), take a moment to soak in the beautiful surroundings.

Afternoon:

• Head to Kaanapali Beach. It’s a stunning spot to unwind. Grab some beach chairs, sip on a tropical drink, and enjoy the sun. You can even rent paddleboards or snorkel gear if you’re feeling adventurous!

Evening:

• For dinner, treat yourselves to a special meal at Leilani’s on the Beach. Enjoy fresh seafood and a beautiful sunset view. Don’t forget to toast to your friend’s 40th with a Mai Tai!

## Day 2: Road to Hana Adventure

Morning:

• Start your day early with a leisurely breakfast at your accommodation or a local café. Then, embark on the famous Road to Hana. This scenic drive is filled with breathtaking views, waterfalls, and lush landscapes.

Afternoon:

• Stop at Waikamoi Ridge for a short hike and then visit Wai’anapanapa State Park to explore the black sand beach. Pack a picnic lunch to enjoy at one of the scenic stops along the way.

Evening:

• After a day of exploring, head back and relax. For dinner, consider a casual meal at Mama’s Fish House (make a reservation in advance!). It’s a bit of a splurge, but the ambiance and food are worth it.

## Day 3: Spa Day and Luau

Morning:

• Treat yourselves to a relaxing morning at a local spa. Book a couple’s massage or a rejuvenating facial to unwind after your adventures.

Afternoon:

• Spend the afternoon at Napili Bay. It’s a quieter beach, perfect for lounging and swimming. Bring along some snacks and enjoy the laid-back vibe.

Evening:

• Celebrate your friend’s birthday with a traditional Hawaiian Luau! [Old Lahaina Luau](https://www.viator.com/searchResults/all?text=Old%20[Lahaina](https://www.viator.com/searchResults/all?text=Lahaina&pid=P00093752&mcid=42383&medium=link&campaign=roamaround")%20Luau&pid=P00093752&mcid=42383&medium=link&campaign=roamaround") is a fantastic option, featuring delicious food, cultural performances, and a beautiful oceanfront setting. Make sure to book in advance!

## Day 4: Explore Upcountry Maui

Morning:

• After a leisurely breakfast, head to Upcountry Maui. Visit the [Ali’i Kula Lavender Farm](https://www.viator.com/searchResults/all?text=Ali%E2%80%99i%20[Kula](https://www.viator.com/searchResults/all?text=Kula&pid=P00093752&mcid=42383&medium=link&campaign=roamaround")%20Lavender%20Farm&pid=P00093752&mcid=42383&medium=link&campaign=roamaround") for a stroll through the fragrant fields and enjoy stunning views of the island.

Afternoon:

• Stop by Maui Wine for a tasting. The winery is set in a beautiful location, and you can enjoy some local wines while soaking in the scenery. Grab lunch at a nearby café in Kula.

Evening:

• Head back to your accommodation to freshen up, then enjoy a casual dinner at Paia Fish Market. It’s a local favorite and has a relaxed vibe.

## Day 5: Snorkeling and Farewell Dinner

Morning:

• Spend your last day snorkeling at Molokini Crater. Book a half-day tour that includes breakfast and gear. The underwater scenery is absolutely stunning!

Afternoon:

• After snorkeling, return to your accommodation to relax and pack. If you have time, take a stroll through Lahaina and do some last-minute shopping or visit art galleries.

Evening:

• For your farewell dinner, consider Fleetwood’s on Front St. for a fantastic meal and live music. It’s a great way to end your trip on a high note, celebrating your friend’s milestone birthday!

Tips for Your Trip:

• Don’t forget to take lots of photos to capture the memories!
• Stay hydrated and wear sunscreen, especially during outdoor activities.
• Be flexible with your plans; sometimes the best moments are the unplanned ones!

I hope this itinerary helps you create an unforgettable birthday celebration for your best friend in beautiful Maui! Enjoy every moment! 🌺🌊🎉