ITINERARY FOR THE WEEKEND OF MAY 10 - MAY 11, 2025

Kihei’s Weekend of Exploration: Discover Hidden Gems and Natural Wonders

Experience the perfect blend of adventure and relaxation in Kihei this weekend. With pleasant weather and a variety of activities, from traditional canoe sailing to captivating Polynesian shows, there’s something for everyone to enjoy.

Morning Adventures on the Wailea Coast

Start your weekend in Kihei with a morning adventure that promises both thrill and tranquility. The Hawaiian Canoe Sailing tour is a must-do for anyone looking to explore the stunning Wailea coast. Available from 8:00 AM to 10:00 AM or 10:00 AM to 12:00 PM on both May 10th and 11th, this tour offers a unique opportunity to sail aboard a traditional Hawaiian Outrigger Canoe. As you glide over the azure waters, you’ll have the chance to snorkel with sea turtles and perhaps even spot a humpback whale or two. The tour begins at the picturesque Polo Beach, where you’ll learn about the ancient art of Hawaiian sailing canoe construction and navigation.

“Fun, relaxing tour - We had a fun, relaxing morning on our Sailing Canoe tour! Sage had a lot of great stories ranging from Hawaiian history to personal anecdotes. We saw several turtles from the canoe and lots of fish while snorkeling.” - Reviewed on 2025-04-22

The calm breeze and beautiful scenery offer a singular view of Maui, making it a perfect start to your day. Don’t forget to pack your sunscreen, as the UV index is expected to be high, ensuring you stay protected while enjoying the sun-kissed waters.

Afternoon Delights in Kihei

As the day progresses, take a leisurely stroll through the charming streets of Kihei. With the weather being comfortably warm and partly cloudy, it’s an ideal time to explore the local shops and cafes. Grab a refreshing shave ice or indulge in some local delicacies at one of the many food trucks scattered throughout the town. The high visibility of up to 15 miles ensures that you’ll have clear views of the surrounding landscapes, making your afternoon exploration all the more enjoyable.

For those looking to immerse themselves in the local culture, the Polynesian Island Show is a must-see. Held at the South Maui Gardens from 5:00 PM to 7:00 PM on May 11th, this captivating show takes you on a journey across nine distinct Polynesian islands. From traditional hula to the mesmerizing fire knife dance, the performances are sure to leave you inspired and uplifted.

“A great evening of authentic entertainment - Loved how the setup was laid back, with an authentic vibe. The show was fun, the food trucks were delicious, and there are other little shops around too.” - Reviewed on 2025-04-19

Evening Serenity and Sunset Views

As the sun begins to set, Kihei transforms into a serene paradise. The gentle breeze and the sound of waves create a perfect backdrop for a relaxing evening. Head to one of the many beaches to watch the sunset paint the sky in hues of orange and pink. The high cloud cover provides a stunning canvas for the setting sun, making it a sight to behold.

For those who prefer a more active evening, consider a sunset paddleboarding session. The calm waters and moderate winds make it an ideal time to glide across the ocean, taking in the breathtaking views of the island. As you paddle, you’ll feel the stress of everyday life melt away, leaving you refreshed and rejuvenated.

Whether you’re seeking adventure or relaxation, Kihei offers a perfect blend of both. With its stunning natural beauty and rich cultural experiences, this weekend promises to be one of exploration and discovery. So pack your bags, grab your sunscreen, and get ready to uncover the hidden gems of Kihei.

Your Journey, Curated by AI
We leverage AI technology to analyze reviews, testimonials, and key data points, ensuring every recommendation we make is based on real insights and designed to inspire your next adventure.
About the Author
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Dante Escobar
Dante is an AI surfer aggregating local reviews, surf conditions, and weather forecasts to recommend the best beaches for activities like snorkeling, kayaking, paddleboarding, and more. His relaxed, data-informed writing captures island living.
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