Adventure Brief
Enjoy a private sailing experience aboard the monohull S/V Nova in Wailuku, Hawaii. Perfect for celebrations and customizable to your needs, this trip combines scenic cruising with personalized service.
2–4 hours
easy
From $1,637.45
Enjoy a private sailing experience aboard the monohull S/V Nova in Wailuku, Hawaii. Perfect for celebrations and customizable to your needs, this trip combines scenic cruising with personalized service.
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Difficulty
easy
Duration
2–4 hours
Fitness Level
Suitable for all fitness levels; mostly sitting and light walking onboard.
Wildlife
History
The ʻIao Valley area holds deep cultural significance for native Hawaiians and was the site of historic battles.
Conservation
Maui Custom Charters practices eco-friendly sailing with efforts to minimize marine impact and educate guests about ocean conservation.
Maui Custom Charters
Enjoy a private sailing experience aboard the monohull S/V Nova in Wailuku, Hawaii. Perfect for celebrations and customizable to your needs, this trip combines scenic cruising with personalized service.
Founded to offer tailored private sailing experiences, Maui Custom Charters operates from Ma'alaea Bay and specializes in private snorkeling, whale-watching, sunset, and full-day sail trips. The company offers both catamaran and monohull vessels—most notably the S/V Artemis (47' catamaran) and S/V Nova (monohull)—providing flexible options for couples, families, and larger groups. Each charter is customizable: guests can prioritize snorkeling pristine reefs, guided underwater tours, hands-on sailing lessons, fishing, or dedicated whale watching during the January–April season.
Safety and local knowledge are core strengths. Captains are experienced mariners familiar with Maui's waters, reefs, and marine wildlife regulations. Boats are equipped with snorkel gear, safety equipment, light refreshments, and deli-style lunches on longer trips. Private charters include options for complimentary beverages, light appetizers, and the ability to bring personal drinks for celebrations.
Maui Custom Charters focuses on small-group personalization, avoiding crowded tour boats and enabling access to secluded Pali cliffs and hidden coral gardens reachable only by boat. Customers receive clear pre-charter instructions, suggested packing lists, and wildlife-spotting insights to maximize each excursion.
Ideal for milestone celebrations, proposals, family outings, or whale-watching with close friends, the operator emphasizes memorable, private experiences that balance adventure with comfort. Transparent booking terms, flexible itineraries, and repeat client recommendations contribute to the company's trustworthy reputation among visitors seeking a bespoke Maui sailing experience. Advanced booking, clear cancellation policies, and locally sourced refreshments further reinforce professionalism, while on-board education about reef conservation and respectful wildlife viewing reflects a commitment to sustainable, low-impact tourism and memorable guest experiences.
Departure
Ma'alaea Bay
Central Maui harbor and starting point
Private Charters
Private-only
Exclusive groups and family trips
Fleet Options
Catamaran & Monohull
Multiple boats for every occasion
Seasonal Whales
Jan–Apr
Prime whale-watching months
Reserve a catamaran or monohull for snorkeling, whale watching, or a sunset celebration — limited availability in whale season.
Bring Sunscreen and Hat
The Hawaiian sun can be intense even on windy days, so protect your skin and eyes while sailing.
Arrive Early for Boarding
Plan to arrive at least 15 minutes before your charter time to ensure smooth boarding and safety briefing.
Dress in Layers
Temperatures on the water can change quickly, so wearing layers will keep you comfortable throughout the trip.
Bring Motion Sickness Remedies
If you’re prone to seasickness, consider taking preventative medication or bringing natural remedies.
Sunscreen
Protects skin from strong tropical sun during the charter.
summer
Light Jacket
Keeps you warm against cooling evening breezes on the water.
fall
Polarized Sunglasses
Reduces glare off the water for clearer views and eye comfort.
Motion Sickness Medication
Helpful for guests who may experience seasickness during the sail.