Breathtaking & Spectacular Sunset in Maui

Paragon Sail Maui – Sunset Sail

by Sail Maui

Original price was: $100.00.Current price is: $94.95. BOOK NOW

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Experience a Thrilling Sunset Sail in Maui with Paragon

Set sail on a memorable Maui sunset cruise with Paragon Sailing of Sail Maui. Our award-winning sunset sails combines exhilarating performance sailing, stunning ocean views, and an intimate atmosphere perfect for couples and adventure-seekers alike.

Award-Winning Maui Sunset Sail Experience

Paragon Sailing has been recognized for our exceptional sunset cruise in Maui, earning a Certificate of Excellence from Trip Advisor in 2016. As a testament to our commitment to quality and customer satisfaction, few companies can boast such an honor.

The Ultimate Maui Water Activities Adventure

Unlike other sunset sails in Maui, Paragon’s Maui sunset sail is more of a performance sailing adventure than just a romantic interlude. Known primarily for our Lanai snorkel tour, Paragon also offers an unforgettable sunset sail experience.

Maui Whale Watching Season Bonus

From December 15th through March 31st, our sunset sails include a whale watching tour in Maui. Witness the majestic Humpback whales that frequent the warm waters off Maui during this special season.

Designed for High-Performance Sailing

Designed by John Conser specifically for sailing in Hawaii, the Paragon yacht holds a speed record of 30.1 knots at full sail. At 47 feet in length and a 24-foot beam, our catamaran offers a unique and thrilling sunset sail experience.

Indulge in Delicious Hawaiian Cuisine

Savor a selection of mouthwatering dishes catered by the Pioneer Inn while you sail in Maui waters:

Hawaiian Rolls with sweet butter and guava cream cheese
Aloha Rainbow Salad featuring rainbow slaw, mango, papaya, local herbs, and fresh lime vinaigrette
House-made Huli Huli Chicken & Vegetable with sesame seeds, cilantro, and kula vegetable
Molokai Potato Mac Salad with traditional mac salad, Molokai potatoes, mayonnaise, and scallion
Ube Banana Loaf made with house-made banana bread and sweet purple yam

Refreshing Beverages Onboard

Stay refreshed with water, coke, diet Coke, sprite, ginger ale, and soda. Our bar offers Beach House Brew Co. Cerveza & Hazy Lime Pale Ale, white wine, sparkling wine, and mai tais.

Perfect for Honeymooners and Couples

Our Paragon Maui sunset sail provides a romantic experience without the crowds, making it an ideal choice for honeymooners and couples seeking quality time together.

Charter Boat Important Restrictions

Please note that the sunset sails are not handicap accessible and are not recommended for children.

Book Your Paragon Maui Sunset Sail Today

Experience the magic of a Maui sunset cruise with Paragon Sailing. From our impressive sailing performance to our delicious menu and breathtaking Lahaina or Maalaea sunset, you’ll create memories that will last a lifetime. Reserve your spot on our unforgettable sunset sail in Maui and discover the beauty of Maui snorkeling and sailing with Sail Maui today.

Other Activity Options by Sail Maui: Paragon Sailing – Lanai Snorkeling, Paragon Sailing – Molokini Snorkeling,

Maui Activities: Maui Water Activities & Ocean Sports, Departing Lahaina, Maui Dinner Cruises at Sunset.

Booking

Akialoa - Sail Maui Maalaea

Best Price Guarantee
E-Ticket Delivery
Free Cancellation

per Adult $94.95

Date *

Time *

Adult - $94.95

Ages 13 and Up

Child - $65.95

Ages 3-12

Infant - $0.00

Ages 0-2

Total $0.00

Alihilani Sail Maui Sunset Sail - Lahaina

Best Price Guarantee
E-Ticket Delivery
Free Cancellation

per Adult $99.95

Date *

Time *

Adult - $99.95

Ages 13 and Up

Child - $69.95

Ages 3-12

Infant - $0.00

Ages 0-2

Total $0.00

Paragon - Sail Maui Sunset Sail Lahaina

Best Price Guarantee
E-Ticket Delivery
Free Cancellation

per Adult $94.95

Date *

Time *

Adult - $94.95

Ages 13 and Up

Child-half - $65.95

Ages 3-12

Infant - $0.00

Ages 0-2

Total $0.00

Meet in Maalaea Harbor Slip 72
GPS: 101 Maalaea Boat Harbor Road Wailuku Hi. 96793

Days Available:
Monday, Wednesday, Friday
Closed Thanksgiving, Christmas Day, New Year’s Day

Times: Seasonal From 12/15 to 03/31
Times vary. Departs 2 hours before sunset. The return is just after sunset.

Check in 15 minutes prior to event time.

Total Duration: 2 hours

Maui Tickets For Less Cancelation Policy:
A 72 hours notice is required for a refund. Only exception is a note from a local doctor.
No-shows” will be charged full.

The parking lot located at the Maui Harbor Shops/Maui Ocean Center Aquarium is no longer free. As of November 1st, they are charging $1 per hour (see below). Please update your voucher information and alert your concierges/agents about this change so that your guests are not surprised when they arrive.

Starting Monday, November 1, the main parking lot (in front of Maui Ocean Center and the Harbor Shops) will be a paid lot between the hours of 5:00am – 6:00pm. The parking fee is $1.00/hour and the first 15 minutes are free. They’ll use an app-based system and reinforce by towing.

Need Help ?

(808) 856-3500

Excellent

Paragon Sailing - Lahaina Sunset Sail4.8

Based on 1498 reviews

Janelle W.

We had the BEST day with Sail Maui on their Molokini Crater snorkeling excursion! This is hands down our favorite excursion that we make sure to do every...

Via M.

The most amazing experience, the crew especially Jess and Oliver made this experience so special and memorable. Helping out, and so accommodating for my...

Jenn C.

Sail Maui was such a great whale watching experience! So so much fun and so exciting! The staff was super nice and attentive. Could have stayed out on the...

Monica S.

Aloha, I just wanted to share a little recap of the amazing tour I went on this past weekend for my 25th birthday on Saturday- It was truly one for the...

Gus S.

It's about the journey! May 2025 We had looked at the ever touted "other" Molokini cat ride (KK2) and decided to try Sail Maui due to the huge price...

Mary M.

We LOVED our experience with Sail Maui! We did the 5-hour tour (breakfast through mid-day, snorkeling and whale watching). From the time we first met Dakota...

LeeAnn S.

The crew was able to accommodate us last minute and it was a wonderful bit of serendipity! The whole crew were helpful and friendly. Enjoyed our time...

Rachel V.

Amazing staff !! They were very attentive and friendly. Drinks were great and it was such an amazing experience. We were a party of 27 and they took great...

Andrew R.

You might think all Whale Watching and Snorkeling tours are the same, but let me assure you, that's far from the truth. While the destinations and boats may...

Jessica S.

Happy engaging staff, beautiful Hawaiian waters, plenty of beverage options, delicious snacks and a sunset what more could you ask for? A good spacious...

Lynn D.

We had a FANTASTIC time with Sail Maui! We have done quite a few of these kinds of snorkeling tours, and this one was the best - hands down. The crew was...

Robert G.

Nicolas and his crew provided a safe, fun, easy going experience. We cruised, snorkeled twice, ate light breakfast and full lunch with eager bar tenders when we all finished in the water. We were a party of six adults and the boat had lots of room for us and other guests. Apparently the captain is a Whale whisperer as every few minutes another close view of whales was provided.

Hilary S.

Another great experience with Sail Maui, this was our 15th trip with them and they are still the best outfit for snorkeling on Maui. Captain Greg and his...

Benae B.

Amazing day in the water. What a perfect day. Snorkeling was epic and so was whale watching. The staff was amazing. the food was great.

J M.

We went on first whale watch tour of the day. We enjoyed the whales and the crew. The food was so-so. We liked the smaller group size. It would help to...

Shar M.

Fabulous Captain and professional and kind crew (special mention to Danni)! We had an epic day out on the ocean yesterday and saw so many whales in full...

Earrl K.

Crew was professional and just flat on point and made our experience amazing I have been on many adventures and these guys set a bar at a level that I never...

Cynthia R.

Best cruise ever! Highly recommend it. The "crew" is very attentive, personable and fun. Always making sure your drinks are filled. The food they serve is...

Dwight W.

Just did the sunset dinner cruise from Kaanapali Whalers Village. Was amazing. Crew, food, and drinks were amazing. Special shout out to Travis really took...

Kristin L.

We had the pleasure of sailing to Molokini with Sail Maui. It was amazing! What we liked most was that it was a small group of people, not on a ferry sized...

Courtney P.

We had a great time on the Molokini Crater snorkel tour. The staff was very nice & accommodating. We especially liked that the tour was a smaller group so...

Lisa G.

We had the best crew which made for the best experience. So much fun to get out on the water. The food and beverage selection was great and the snorkeling...

Shaun E.

Great service. We did the sunset cruise. The staff were very friendly and we really enjoyed the cruise and sunset! Highly recommended!

Derek N.

We did the "Turtle Reef Breakfast Snorkel & Sail" with Sail Maui and it was PHENOMENAL! I would highly recommend!!! For breakfast they had fresh fruit and delicious breakfast sandwiches (Vegetarian options available when booking). They took us out to a great spot with lots of turtles. Only one other snorkel boat was there, unlike some spots where we saw 4 or 5 boats and tons of people. The crew was friendly, knowledgeable and approachable. This was a GREAT EXPERIANCE and cost less then a lot of the other companies offering similar experiences.

Frank P.

Great crew, fun experience! While the ocean currents at our first stop off the coast of Lahaina were a bit intense, our second stop off Maui was smooth...

PARAGON SAILING

Sail Maui Sunset Sail

Paragon Sail Maui – Sunset Sail

Experience a Thrilling Sunset Sail in Maui with Paragon

Award-Winning Maui Sunset Sail Experience