Captain’s Sunset Dinner Sail

Experience an evening of romance and fine dining with a sunset sail along the Maui coast.

Captain’s Sunset Dinner Sail

Sail away on a catamaran cruise along Maui’s coast. Take in views of the setting sun as you sip on drinks and make your way to a private cove. Have a 4-course fine dining experience at a romantic table for two. After finishing up with a tasty dessert, sail back to the harbor as the stars twinkle above. It is sure to be an evening to remember!

Tours start at Maʻalale Marina in Lahaina and tours include the price of dinner. Select your courses beforehand from several vegetarian and non-vegetarian options. Enjoy wine, beer, cocktails, or non-alcoholic beverages during the 2.5-hour sail.

From: $149^.00

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Choose Your Cruise Style

2.5-Hour Captainʻs Dinner Sunset Sail From Maalaea Harbor
Starting at
$149^.00
per adult
2.5-Hour Captainʻs Sunset Dinner Sail From Lahaina
Starting at
$149^.00
per adult

Passengers This tour is for adults only From $149^.00 USD

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Pick Up Or Activity Check-In Options

This tour has a check-in location. Do you have transportation to get around the island? If not, we can provide transportation.

Check-In At The Activity Or Tour Start 0 $
Round Trip Transportation ($250 / group, 5 guests or fewer) 250 $
Round Trip Transportation ($350 / group, 6 to 14 guests) 350 $
Where are you staying?

Having your accommodation information helps us provide directions, travel tips and can more easily contact you if there is a change in plans last minute.

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Captain’s Sunset Dinner Sail Tour Details

Sailing Highlights

Romantic Coastal Dinner Tour
Tours From Lahaina & Maalaea Harbors
4 Course Dining with Drinks
Vegetarian Meal Options
Full Bar Available

Intimate Tables for 2
Spacious Cabin With Attentive Wait Staff
Sunset Views
Moor in a Private Cove for Dining
Adult Guests Only

5/5 (210 Reviews)

Tour Description

Add some amore to your vacation with a romantic evening sail! Embark from the Maʻalaea or Lahaina Harbors. Let the drinks flow as the tropical sun sets on another beautiful Hawaiian day. Keep a lookout for dolphins jumping on the horizon! Sail along the Maui coastline while the colors of the sinking sun illuminate the sky at dusk. Sip on the drink of your choice and cheers your loved one. The catamaran will make its way into a private cove for the exclusive dinner setting. Delight in an intimate 4-course dinner at a romantic table for two. With the dual-hulled catamaran anchored in a quiet cove, the exquisite wait staff will serve each specially prepared, hand-selected course. Begin your gourmet dining experience with light appetizers, before enjoying the entree of your choice. After enjoying a romantic dinner and dessert of your dessert choice, set sail back to the harbor. Let the gentle seas, light wind, and twinkling stars escort you home as this memorable evening comes to a close. This night is sure to be the most romantic evening of your Maui vacation.

5/5 (210 Reviews)

Price & Availability

2.5-Hour Captainʻs Dinner Sunset Sail From Maalaea Harbor

PassengersThis tour is for adults only

$149^.00

2.5-Hour Captainʻs Sunset Dinner Sail From Lahaina

PassengersThis tour is for adults only

$149^.00

Available Daily.
Check-in At 4:45 PM at Maʻalaea Harbor on Sundays, Saturdays & Thursdays
Check-in At 4:45 PM at Lahaina Harbor on Wednesdays & Fridays
Total Tour Time Is Hours On The Boat.

5/5 (210 Reviews)

Activity & Event Itinerary

Evening Tour – 4:45PM to 7:15 PM – 2.5-hour tour

4:45 PM – 5:15 PM	Board And Leave The Marina
5:15 PM – 6:45 PM	Sightseeing, Sunset, and Dinner Coastal Cruise
7:00 PM – 7:15 PM	Docking and Disembarking

5/5 (210 Reviews)

Meals Included

Enjoy fine dining with a four-course meal with meat or vegetarian entree options.

Penne Pasta topped with Portobello mushroom in a marinara sauce with fresh basil & mixed sauteed vegetables (vegetarian)
Pan-seared Top Sirloin Steak with rosemary & garlic crust
Fire-Grilled Chicken Breast with citrus and thyme
Panko-crusted Fresh Island Fish with lemon caper butter
Three delicious dessert options
Ice-cold Beer, Wine, Spirits & Non-alcoholic drinks (water, juices, coffee, tea, & soft drinks)

5/5 (210 Reviews)

Cancellation Policy

A full refund is available up to 72-hours prior to your tour starting. After that time, there will be no refunds for no-shows. Parties of 9 or more must provide 96 hours notice.

5/5 (210 Reviews)

Special Instructions

Adults only. Guests must be 21+ to consume alcohol. No smoking.

Please arrive early to ensure an on-time departure.

5/5 (210 Reviews)

Captain’s Sunset Dinner Sail Tour Features

beautiful boat and the stunning sunset sail trilogy

Sunset Sail

Embark on the dinner sail around sunset, allowing guests to take in the colors of the setting sun as it reflects off the Paific Ocean waters. Sail along Maui’s coast as the vibrant sky makes a transformation into evening.

This tour leaves from Maalaea or Lahaina Harbors depending on the day.

tasty food servered on captains sunset dinner sail trilogy

signature drinks we serve on our snorkel and sunset sails sail trilogy

4-Course Dining Experience

Moor in the protection of a cove as crew serve a four-course meal of fine dining. Having presencleted your meal, your personalized choice will be delivered to your table along with any wine, cocktail, beer, or soft drink you desire. End the courses with a sweet dessert for your palate before sailing home under the stars.

5/5 (210 Reviews)

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Frequently Asked Questions

How Long is the Tour?

The tour is approximately 2.5 hours.
Are There Any Vegetarian or Fish Dinner Options?

Yes, we offer Steak, Fish, Chicken and Vegetarian options for you to choose from.
Is Parking Available?

Yes, parking is available in Ma'alaea at 11 Ma'alaea harbor rd. for $0.50 an hour and in Lahaina at the Diamond Parking Lot at 155 Dickenson St.
Will I get seasick?

If you are prone to motion sickness, we recommend you take a preventative medication 2 hours prior to boarding the boat. The catamaran is very stable and our well-trained crew will do their best to ensure the smoothest tour possible.
What time of year will we see humpback whales?

We are lucky to see humpback whales sometimes as early as November through to March.
Is there a bathroom available?

Yes, these boats have bathrooms. Sometimes two, for his & her. They are called “heads” while at sea.
What is max occupancy?

Our max capacity is 25 people and this is an adult only cruise. 18+ to board the cruise and 21+ to drink alcohol.