Often called one of the world’s most romantic islands, Maui is the ultimate tropical getaway for you and your significant other. As Valentine’s Day approaches and whale season kicks into full gear, locals and travelers alike can expect a variety of sweet and salty Valley Isle events, from interactive art shows to parades celebrating the return of the humpback whales, weekly town gatherings and more.

For more information or to see the best weekly, monthly and yearly celebrations, check out our calendar of Upcoming Maui Events.

Maui Events February 2020

February 1st

Maui Whale Festival – Walk and Run for Whales: Join Maui’s largest walking and running event to kick-off the 40th annual Maui Whale Festival. Choose from several scenic courses designed for all ability levels. All proceeds benefit the Pacific Whale Foundation’s mission to protect the ocean through science and advocacy and inspire environmental stewardship. Courses begin and end at Maui Harbor Shops in Ma’alaea.

10th Annual Maui Open Studios Event Opening Celebration: Scheduled for all weekends in February, Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one on one interactions and in some cases, live demonstrations. The entire event is free to the public. This year, there are over 110 participating artists working in various mediums. Opening celebrations and preview exhibits run from 5 pm to 8 pm at the Pa’ina Culinary Arts Center at UHMC.

ArT=Mixx- Enchanted- Spirit of the Woods: Costume up for a night of music, live performances, and art at Maui Art’s and Cultural Center’s annual ArT=Mixx. The theme for this event is aligned with the MACC’s January/February 2020 art exhibit, The Woodworker’s Journey: Concept to Creation. Food and beverages are available for purchase, must be 21 with a valid ID to enter. Event is free to the public.

Wailuku First Friday: Live music, ono grinds, shopping and family fun entertainment on Wailuku’s historic Market Street.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Learn how to paint a llama and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 2nd

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Paint an abstract bamboo scene and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 8th

Whale Day and Parade of Whales: Maui Whale Festival’s biggest event of the month kicks off at 9 am with the highly anticipated Parade of Whales, running from Kamaole Beach 1 to Kalama Park in Kihei. Join the festivities at Kalama Park from 10 am to 3 pm for free interactive displays on marine research, education and conservation; hula performances; a keiki carnival; local food vendors; Made on Maui arts & crafts vendors; expert speakers and more! All proceeds from the event support Pacific Whale Foundation’s humpback whale research in Hawaii and other parts of the Pacific.

Eric Gilliom – One Man Show: Back by popular demand after three sold-out shows in November, Eric Gilliom returns to the MACC stage for an encore of White Hawaiian, an original one-man show co-created by Brian Kohne. Here, Gilliom explores identity through Hawaiian history, contemporary culture, and family. Show begins at 7:30 at the McCoy Studio Theather.

John Cruz – Concert Cruises: Enjoy some of the best live music on Maui at sea as part of Maui Whale Festival’s celebration weekend. Set sail with Pacific Whale Foundation for an evening of cocktails, yummy appetizers, dancing at sea, humpback whale appearances, and the musical stylings of John Cruz, one of Hawaii’s most recognized recording artists. Cruise departs out of Lahaina Harbor. Tickets are available for purchase here.

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in South Maui.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Learn how to paint a seahorse and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 9th

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in South Maui.

Keiki Concert Cruises: Banana Slug String Band: Learn more about Hawaii’s marine life in the ultimate fun setting aboard Pacific Whale Foundation’s Keiki Concert Cruise. As part of the 40th annual Maui Whale Festival, enjoy talks by marine naturalists, whale watching opportunities, and musical performances by the Banana Slug String Band- a children’s environmental education group. One keiki goes free with every paying adult! Cruise departs out of Ma’alaea Harbor.

Eric Gilliom – One Man Show: Back by popular demand after three sold-out shows in November, Eric Gilliom returns to the MACC stage for an encore of White Hawaiian, an original one-man show co-created by Brian Kohne. Here, Gilliom explores identity through Hawaiian history, contemporary culture, and family. Show begins at 7:30 at the McCoy Studio Theather.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Paint a pretty flamingo scene and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 12th

Leela Dance Collective: SPEAK: Uniting Indian Kathak dance and American tap dance, choreographers Rina Mehta, Rachna Nivas, Michelle Dorrance, and Dormeshia come together to form a spectacular collaboration that highlights rhythm, dance, storytelling, and music. Joined onstage by Indian classical and jazz musicians, SPEAK bridges the gap between tradition and innovation. Show begins at 7:30 at the Castle Theather, Maui Arts and Cultural Center.

February 13th

An Evening With 98°: With over 10 million records sold in just 5 years (1997-2002), 98° was one of the most successful and recognizable boy bands that to emerge out of the late ’90s. Join the multi-million record selling American pop and R&B vocal group for a special Valentine’s weekend concert at the Maui Arts and Cultural Center.

February 14th – HAPPY VALENTINE’S DAY!

Valentine’s Kai Kanani Sunset Sail: Enjoy an exclusive evening on the water featuring special food and wine pairings, live music, premium open bar and a romantic sunset toast.

Whale Tales 2020 Opening Day: Whale Tales is an annual four-day event on Maui that brings together marine experts with thousands of residents and visitors from around the world. Each year since 2006, world-renowned presenters have joined the Whale Trust research team on Maui to collaborate and share the latest findings on humpback whales and their environment. Scientists, photographers, filmmakers and conservationists join the public for a memorable weekend of engaging talks, receptions and exciting whale watches.

Maui Whale Film Festival: As part of its mission to inspire ocean and wildlife conservation, Maui Whale Film Festival invites filmmakers passionate about the ocean to highlight solutions surrounding our ever-mounting single use-plastic use and ocean pollution problems. This year, Maui Whale Film Festival is offering two $1,000 prizes: best “Plastic Pollution Solutions” film, and one best overall. This year’s submissions will be shown at the Historic Iao Theather. All proceeds go to benefit Pacific Whale Foundation’s education and conservation initiatives as part of the 40th annual Maui Whale Festival.

Lahaina Second Friday: Live music, ono grinds, shopping and family-fun entertainment on Lahaina’s famous Front Street.

February 15th

Keiki Concert Cruises: Uncle Wayne and the Howling Dog Band: Learn more about Hawaii’s marine life in the ultimate fun setting aboard Pacific Whale Foundation’s Keiki Concert Cruise. As part of the 40th annual Maui Whale Festival, enjoy talks by marine naturalists, whale watching opportunities, and musical performances by Uncle Wayne and the Howling Dog Band. One keiki goes free with every paying adult! Cruise departs out of Ma’alaea Harbor.

Observe and Play Family Day: The Maui Arts and Cultural Center invites the whole family to experience their world-class gallery and current exhibit: “The Woodworker’s Journey”. Enjoy keiki activities, interactive play, and hands-on art-making for the whole family.

Keali‘i Reichel: Kūkahi 2020: With 38 Nā Hōkū Hanohano awards, two Grammy nominations, and consistently sold-out shows, Maui local Keali’i Reichel is one of Maui’s most recognized and influential artists. Join him and his hālau for an evening of fresh and exciting mele and chant, emotional vocals, and innovative yet traditional stagings by his hālau. This will be Keali’i’s last Kūkahi production, don’t miss this stunning display of Hawaiian culture!

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in West, North, Central, and East Maui.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Paint a twilight palm tree scene and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 16th

Keali‘i Reichel: Kūkahi 2020: With 38 Nā Hōkū Hanohano awards, two Grammy nominations, and consistently sold-out shows, Maui local Keali’i Reichel is one of Maui’s most recognized and influential artists. Join him and his hālau for an evening of fresh and exciting mele and chant, emotional vocals, and innovative yet traditional stagings by his hālau. This will be Keali’i’s last Kūkahi production, don’t miss this stunning display of Hawaiian culture!

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in West, North, Central, and East Maui.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Learn how to paint a sunset wave and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 21st

Starry Night Cinema: “Abominable”: Get comfortable under the stars and spread out on the lawn at the MACC for a free screening of the DreamWorks animated feature, “Abominable.” Enjoy food and drinks from local food trucks, and come early for preshow entertainment and keiki art activities. Gates open at 5:30 pm, movie will show at 7:00 pm.

February 22nd

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in Upcountry Maui.

John Cruz – Concert Cruises: Enjoy some of the best live music on Maui at sea as part of Maui Whale Festival’s celebration weekend. Set sail with Pacific Whale Foundation for an evening of cocktails, yummy appetizers, dancing at sea, humpback whale appearances, and the musical stylings of John Cruz, one of Hawaii’s most recognized recording artists. Cruise departs out of Lahaina Harbor. Tickets are available for purchase here.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Paint a cherry blossom scene and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 23rd

Maui Pops Orchestra Winter Pops: Join recent inductee to the Hawaiian Music Hall of Fame and slack key guitar master Keola Beamer for a special performance with the 50+ member Maui Pops Orchestra. Kumu hula Moanalani Beamer joins them with hula, chant, and traditional instruments.

10th Annual Maui Open Studios: Maui artists and artisans open up their studios and exhibition spaces to show and sell their work to the public as well as “talk story”, connect, and inspire visitors through one-on-one interactions and in some cases, live demonstrations. 11am – 6pm in Upcountry Maui.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Paint a koi pond and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

February 27th

Goitse: With a slew of prestigious awards already under their belt, Goitse has led the charge in the new wave of traditional Irish music. Combining their own compositions with traditional sounds of the Irish countryside, Goitse’s sound is full of energy, making for a unique and energetic performance. Join them at Maui Arts and Cultural Center’s Castle Theather at 7:30 pm.

February 28th

John Craigie: After almost continuously traveling for the last 10 years, singer-songwriter John Craigie continues his adventures with a special stop on Maui. Craigie is best known for his engaging shows, witty interactions with the audience, Americana style, and acclaim from artists like Jack Johnson.

Kihei Fourth Friday: Live music, ono grinds, shopping and family-fun entertainment at Kihei’s Azeka Shopping Center.

February 29th – HAPPY LEAP DAY!

Great Whale Count – Month of February: Pacific Whale Foundation has undertaken the Great Whale Count for the past 30 years. It is one of the world’s longest-running cetacean projects involving citizen-scientists. The annual Great Whale Count brings volunteers together to count whales from shore as part of a long-term survey of humpback whales in Hawaii. Join a handful of volunteers along 12 survey sites to spend a half-day counting whales and observing their behavior. This event is part of the 40th annual Maui Whale Festival, running the entire month of February.

Family Class at Island Art Party: Get creative at Maui’s most family-friendly art class. Learn how to paint a toucan and take home your own artwork! Class runs from 2 pm to 4:30 pm, ages 8 and up are welcome.

Mahalo for reading our list of the best events in February 2020. Enjoy your tropical rendezvous on The Valley Isle, and be sure to get in touch if you have an event you’d like to list. Happy romancing!