Island Star - Private Sailing Charters Maui | Top Boat Rental in Wailuku, HI Skip to content

Island Star – Private Sailing Charters Maui

101 Maalaea Rd Slip #42, Wailuku, HI 96793

About

Wailuku, Hawaii, is the departure point for Island Star’s private sailing charters from Maalaea Harbor. Rather than a self-drive boat rental near Wailuku, the business offers crewed sightseeing and snorkeling outings aboard its classic Columbia 57-foot sailing yacht. Private groups of up to 16 guests can arrange a tour and let the crew handle the sailing, allowing time to take in Maui’s coastline at a relaxed pace.

A day on the water can include quiet-reef snorkeling, sightseeing, sunset sailing, catering, and simple fishing when conditions are appropriate. The operation emphasizes reef-safe practices and viewing turtles and other marine life from a distance, while licensed captains and first-aid- and CPR-trained crew support the trip. Contact Island Star to plan a private Maui sailing tour.

Features

  • Private sailing charters
  • Snorkeling and sightseeing tours
  • Crewed yacht excursions
  • Simple fishing while cruising

Amenities

  • Fleet & Boat Types
  • Shade & Sun Deck
  • Safety Equipment
  • Water Sports Gear

Why book with us

  • Sail privately with a local crew
  • Explore quiet reefs away from crowds
  • Relax aboard a yacht for up to 16
  • Travel with Coast Guard licensed captains
  • Practice reef-safe habits during snorkeling

Frequently Asked Questions

What's included with a rental at Island Star - Private Sailing Charters Maui?

Rentals from Island Star - Private Sailing Charters Maui include safety equipment, fishing gear, comfortable seating and an onboard restroom. Amenities vary by boat and by season, so confirm what comes with the boat you book.

How old do you have to be to rent a boat in Hawaii?

Under Hawaii’s operating rules, a person must be 16 to operate a power driven vessel without the special supervision required for younger operators. Under Hawaii Administrative Rule 13-244-15.5, anyone under 16 must possess the required boating safety course certificate and be accompanied on board and directly supervised by a person age 21 or older who also holds the certificate. Approved boating safety education is generally required for motorized vessels over 10 horsepower. Personal watercraft, called thrill craft, have a separate minimum age of 15 and require basic boating safety and thrill craft certification. The rental operator sets its own minimum, so confirm it when booking.

Source: Hawaii Department of Land and Natural Resources, Division of Boating and Ocean Recreation (dlnr.hawaii.gov)

Do you need a boating license in Hawaii?

Most operators in Hawaii need boating education credentials rather than a boating license. Operators of motorized vessels over 10 horsepower must carry proof of a NASBLA and state approved course; there is no birth date cutoff. Those under 16 must be certified and supervised by a certified adult 21 or older. Personal watercraft operators must be at least 15 and hold thrill craft certification, and Hawaii does not accept out of state certification for thrill craft. Renters qualify after a state approved safety briefing. Exemptions include engines of 10 horsepower or less, Merchant Mariner Credentials, and out of state visitors on a voyage originating elsewhere who stay under 60 calendar days. Certificates are valid for life and need no renewal. DLNR's Division of Boating and Ocean Recreation administers it.

Source: Hawaii Department of Land and Natural Resources, Division of Boating and Ocean Recreation (dlnr.hawaii.gov)

What are the best places to go boating in Hawaii?

The best places to go boating in Hawaii include the Wailua River and Pacific waters along the Nāpali Coast on Kauaʻi, Kealakekua Bay on the western coast of Hawaiʻi Island, and the ocean off Waikīkī on southern Oʻahu. Wailua provides a rare navigable river setting for small craft and paddling, while the Nāpali Coast offers rugged open coast reached by boat tours. Kealakekua Bay suits bay cruising and sailing, and Waikīkī is a convenient base for charters and sunset sails.

Source: Hawaii Tourism Authority (gohawaii.com)

What are the most popular boating destinations in Hawaii?

Some of Hawaii’s most popular boating destinations are Waikīkī off Honolulu, for sunset sails and outrigger canoe rides; the Kona Coast around Kailua-Kona, for calm, clear water, manta ray outings and sport fishing; Kealakekua Bay, for snorkeling and kayaking among coral and tropical fish; Kaunakakai on Molokaʻi, a departure point for sport fishing charters; the Kalohi Channel, for winter whale watching; and Molokaʻi’s 28-mile fringing reef, which draws snorkelers and divers with coral, reef fish and other marine life.

Source: Hawaiʻi Tourism Authority (gohawaii.com)

Location

101 Maalaea Rd Slip #42, Wailuku, HI 96793

Disclaimer

This listing was created using artificial intelligence and publicly available data. The information presented may be inaccurate, outdated, incomplete, or incorrect. Slipstream does not verify, endorse, or guarantee the accuracy of any listing content, including but not limited to contact information, pricing, services offered, hours of operation, or business status.

All content is provided “as is” and without warranties of any kind, express or implied. Slipstream expressly disclaims all liability for any loss, damage, or reliance arising from the use of this information. Users are solely responsible for independently verifying all details directly with the business.

Own this business?

Claim your listing now.

Manage your profile, showcase your rentals, and reach more customers.

More boat rentals near Wailuku

Maui Boat Trips

Maui Boat Trips

Wailuku, Hawaii
101 Maalaea Rd Slip #68, Wailuku, HI 96793
Free to inquire · No obligation