Fall Activities To Look Forward To on Your Vacation to Maui

Fall Activities To Look Forward To on Your Vacation to Maui

Fall Activities To Look Forward To on Your Vacation to Maui

The fall season is a great time to visit beautiful Maui. The fall months start from September, and the island will be buzzing with activities all through December. During this time, the weather is warm with cool tropical breezes and not as scorching as the summer season. You can enjoy the intimate beauty of the Hawaiian islands, less crowded beaches, and tropical lodging in Maui!

Fall activities in Maui are something to look forward to because it is the season for Maui parties, social events, and fun water sports. You’ll never be bored when you spend a fall-season vacation in Maui because there’s something to enjoy every single day.

Another reason why the fall season is an ideal time for a Maui vacation is that summer is officially over. There are fewer people on the island, so accommodations are less in demand, and prices are lower. There are more hotels and resorts available. Undoubtedly, the oceanfront condo you’ve been wanting, which is always fully booked, will be available this time around.

NOTE: Check event sites close to event dates to see if they are still happening or if there are any COVID-19 restrictions.

If you decide to visit Maui around this time, here are some things to add to your itinerary:

September Events in Maui

The month of September kicks off the fall season in Maui, and it’s all about festivities. You’ll enjoy various days-long events filled with dancing, food, and music. September is all about highlighting Hawaiian culture, and this is the best month for you to learn and immerse.

Maui Ukulele Festival

The annual Maui Ukulele Festival event held at the world-class Maui Arts and Cultural Center features ukulele talents. It is an open-air event wherein people bring their chairs or blankets and pick their spot on the grassy lawn to listen to an entire day of lovely music and enjoy the festive ambiance.

Maui Jazz and Blues Festival

Jumpstart your vacation weekend with free concerts and dinner parties featuring Hawaii’s best jazz musicians. Enjoy four days of nightly music in a lavish hotel resort setting. See the latest events at Jazz Maui.

October Events in Maui

The month of October is all about fun, food, sports, and outdoor activities. Maui’s best and most cooperative weather is in October. No wonder most outdoor and sporting events happen around this time.

Hawaii Food and Wine Festival

The Hawaii Food and Wine Festival is a statewide celebration of over three weeks in different parts of Hawaii. During this time, various restaurants and establishments showcase Hawaii’s local ingredients and cuisines, prepared by different culinary personalities.

Maui County Fair

The Maui Country Fair is an annual event that starts on a Thursday and ends on a Sunday. The event kicks off with a parade and entertains attendees through food booths, carnival rides, exhibits, and fun competitions.

The Annual Maui Marathon

Considered the most scenic marathons in the U.S., the Maui Marathon annual event is a 26.2-mile course that will pass through Kahului to Kaanapali. You don’t need to join the marathon to enjoy the event. You can be part of the cheering crowd or just enjoy the energetic vibe of the event.

Halloween Celebration (Maui Style)

Halloween celebrations in Lahaina earn a reputation for being the Mardi Gras of the Pacific. It is a family-friendly event where kids can enjoy in the afternoons and adults party at night. Everyone dresses up in exciting and colorful costumes. Food, music, and contests stretch until midnight, so it’s best if you’re staying in a nearby hotel.

Year-Long Activities

The tropical Maui weather is a combination of wet and dry seasons, and it can be extreme. But during the fall season, particularly around September to October, the weather is ideal for outdoor activities. It is a great time to take advantage of the numerous adventures beautiful Maui has to offer.


The perfect fall weather is best for hiking in Maui’s numerous trail choices for beginners to advanced hikers. If you want to hike beachside, there’s the Waianapanapa Coastal Trail, where you can view the sea arch, lava caves, and lava rocks around the shoreline.

The Waikamoi Ridge Trail is ideal for a family hike because you can choose to take the short loop or go straight up to the picnic area. The Pipiwai Trail is one of the most enchanting sights to encounter a bamboo forest and the Waimoku Falls.

Whale Watching

Whales are usually first sighted during October or November, which signals the start of the whale-watching season. You can go whale watching through a cruise or by booking a boat tour. Kids are allowed in some whale watching tours, but it would take some extra safety precautions from the parents.

If you’re up for a more significant encounter, some establishments offer a kayak and snorkeling tour where you can view humpback whales then snorkel to see green turtles and other marine life. This experience can be life-changing and will give you a whole new perspective and respect for ocean life.


November is the month when big, powerful waves show up on the Maui beaches. These waves attract a lot of surfers, even with the slightly cooler weather. The Honolua Bay is one of the prime spots for surfing where you can surely enjoy watching professional surfers do their drills.

There are different waves in various areas of Maui that can be enjoyed even by beginner surfers. You can ask around and sign up for surfing lessons to make your Maui trip even more memorable.

There are many activities to enjoy in Maui throughout the year, but the fall season is exceptional because of the good weather. It is also a great time to bring smaller kids along. The lesser crowd means no long lines, more accommodation choices, and a wider area for children to play around without bumping into other tourists.

For honeymooners, the fall season is also a great time to experience the beauty of Maui and enjoy the peaceful and serene beachside with your spouse. And with the staff having fewer tourists to attend to, you’re sure to experience the full-on world-class service that hotels and resorts in Maui are known for globally.


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