Maui Custom Charters

5.0 • 141 reviews

Maalaea, HI

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Maui Custom Charters

5.0 • 141 reviews

Maalaea, HI

Book Maui Custom Charters

Maui Shared Bottom Fishing Charter

Join a 4-hour shared trip with gear provided and an experienced crew for hands-on bottom fishing

From$284person

Private Sunset Sailing Charter on Monohull Nova

Enjoy a private sunset sail with light appetizers and soft drinks

$1,637.45

Private Sunset Sail on Catamaran Artemis

Sail Ma’alaea Bay at sunset with crew, light appetizers, and soft drinks on a private catamaran

$2,729.09

Private Morning Snorkel Charter in Maui

Escape the crowds at secluded West Maui snorkel sites accessible only by boat

From$4,093

36' Private Bottom Fishing Charter in Maui

Enjoy a private Maui fishing trip with expert crew, all gear provided, and personalized coaching for beginners

From$2,160

Private Morning Snorkel & Sail in Maalaea Harbor

Escape the crowds on a private snorkel sail to Maui’s quiet reefs

From$3,274

Private Sailing Charter in Maalaea Harbor

Design a private sail for up to six guests with appetizers, drinks, and flexible 2–12 hour options

From$1,637

Full-Day Snorkel & Sail Charter in Maalaea Harbor

Sail Maalaea Bay with snorkel stops, guided in-water tour, and meals included

$5,731.08

Full-Day Snorkel & Sail Catamaran Charter in Maui

Customize a 7-hour private sail in Maalaea Bay with guided snorkeling and flexible stops for your group of up to six

$9,551.81

6-Hour Fishing & Snorkeling Charter in Ma'alaea

Customize your day with light tackle fishing and snorkeling on a private charter

From$6,140

Catamaran Private Morning Snorkel & Sail

Sail Maalaea Bay to secluded reefs with guided snorkeling, light breakfast and deli lunch included

From$6,822

Review summary

5.0

Excellent

141 reviewsGoogle Maps

With a perfect track record across well over a hundred reviews, this charter operation consistently delivers exceptional private sailing experiences around Maui. The crew—particularly Captain Anna, JJ, Nessa, Tim, and Marcella—earn universal praise for being knowledgeable, personable, and genuinely attentive to their guests. They regularly spot whales, dolphins, and sea turtles during tours, and their expertise about marine life adds real depth to every outing. The boats themselves (a 42-foot Catalina and 47-foot Leopard catamaran) are described as immaculate, spacious, and comfortable. What stands out is how the crew adapts to different occasions. Guests have celebrated proposals, birthdays, and even memorial services, with the team handling each event thoughtfully and professionally. They're also skilled photographers who capture beautiful moments without being asked. Whether you're snorkeling, whale watching, or simply enjoying a sunset sail, the crew creates a relaxed atmosphere while prioritizing safety and comfort. Communication from booking through the trip itself is reportedly excellent, with weather updates and helpful planning support. This is clearly a top-tier choice for anyone wanting a memorable, personalized day on the water.