Sunset Sail Charters

Starting @ $3,400 USD
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Casual Beach Appetizer Sail In Ka’anapali

Buy Out: 49 Guests
Maximum Capacity: 98
Casual Apps w/ Open Bar
West Maui / Ka’anapali
Beach Loading
65′ Catamaran
Open Bar (age 21+)
Category: Casual Professional

This catamaran is great for guests looking for the experience of a beach loading trip. The charter includes captain, crew, and use of the boat along with an assortment of food & beverage. View More Details.

Starting @ $7,300 USD
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Ma’alaea Luxury Passed Appetizer Sail

Buy Out: 55 Guests
Maximum Capacity: 55
Light Appetizers & Beverages
Ma’alaea Harbor
Dock / Harbor Loading
55′ Catamaran
Speaker System Available
Category: Casual Luxury

One of Maui’s newest catamaran, this catamaran will depart from the harbor for guests to board. We have always loved the crew and the catering services offered on this trip. View More Details.

Starting @ $8,507.00 USD
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Ma’alaea Luxury Heavy Appetizer Sail

Buy Out: 50 Guests
Maximum Capacity: 70
Heavy Apps & Premium Bar
Ma’alaea Harbor
Harbor Loading
65′ Catamaran
Speaker System Available
Category: Luxury / Professional

Offering the islands largest selection of food & beverage,  this luxury charter serves heavy appetizers that range from baby back ribs to ahi tuna along with a premium open bar.  View More Details.

Starting @ $2,700 USD
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Casual Lahaina Appetizer Sail

Buy Out: 49 Guests
Maximum Capacity: 49
BYOB & Catered Appetizers
Lahaina Harbor
Dock Loading
64′ Catamaran
Speaker System Available
Category: Casual Quality

Departing from Lahaina, this casual sailing catamaran is known as a Maui’s premier sailing boats. Currently this catamaran is set up for BYOB though a great catering menu is available. View More Details.

Starting @ $9,800 USD
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Beach Loading From Makena

Buy Out: 55 Guests
Maximum Capacity: 80
Appetizers & Beverages
South Maui / Makeana
Beach Loading
65′ Catamaran
Speaker System Available
Category: Quality/ Professional

This beach loading sunset sail catamaran is great for guests staying in South Maui and for those looking for an elevated sunset sail experience with life music. Quality trip with catered food. View More Details.

Starting @ $5,300 USD
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Plated Dinner Sail

Buy Out: 32 or 36 Guests
Maximum Capacity: 32 to 40
Light Appetizers & Beverages
Ma’alaea & Lahaina Harbors
Dock / Harbor Loading
55′ Catamaran
Speaker System Available
Category: Professional Luxury

This catamaran will depart from either the Lahana or Ma’alaea Harbor for guests to to enjoy a plated dinner. We have always loved the crew and the catering services offered on this trip. View More Details.

Starting @ $10,200 USD
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Luxury Dinner Buffet Catamaran

Buy Out: 50 Guests
Maximum Capacity: 70
Heavy Apps & Premium Bar
Ma’alaea Harbor
Harbor Loading
65′ Catamaran
Speaker System Available
Category: Luxury / Professional

Known as Maui’s finest luxury catamarans, this luxury experience will really “wow” your guests. Trip includes top shelf premium beverages, assorted buffet appetizers, and a full crew. View More Details.

Starting @ $4,300 USD
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Casual Dinner Sail in Ka’anapali

Buy Out: 49 Guests
Maximum Capacity: 98
Casual Apps w/ Open Bar
West Maui / Ka’anapali
Beach Loading
65′ Catamaran
Speaker System Available
Category: Casual Professional

This is a beach loading catamaran is great for guests looking for that extra special experience. Casual yet friendly crew and departs conveniently from the world famous Ka’anapali Beach. View More Details.

Starting @ $899.00 USD
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Ka’anapali Beach Luxury Sailboat

Buy Out: 6 Guests
Maximum Capacity: 6
Provide Own Food / Beverage
West Maui
Beach Loading
43′ Luxury Sailing Boat
Catering Available For A Fee
Category: Quality/ Professional

This classic luxury small sailing boat is great for small groups of guests and departs from the world famous Ka’anapali Beach in West Maui. Catered food available for a fee. View More Details.

Starting @ $900.00 USD
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Casual Powerboat Cruise in Lahaina

Buy Out: 1-20 Guests
Maximum Capacity: 20 to 24
Guests May BYOB
Lahaina Harbor Departure
Dock / Harbor Loading
37′ Single Hull Powerboat
Catering Available For A Fee
Category: Casual & Easy Going

This powerboat departs directly from the Lahaina Harbor and is great for smaller groups of guests.  Guests may BYOB and food if they wish though catering options are available for a fee. View More Details.

Starting @ $1,400 USD
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Classic Luxury Sailing Yacht

Buy Out: 1-15 Guests
Maximum Capacity: 15
Select From Catering Menu
Ma’alaea Harbor
Harbor Loading
60′ Sailing Boat
Beverage Menu Available for Fee
Category: Classic Luxury / Professional

This classic luxury sailing yacht departs from Ma’alaea Harbor and is great for up to 15 guests for cocktails and appetizers. Accommodates up to 6 guests for catered dinner. View More Details.