Home > Kauai > Sunset Sails & Cruises

Sunset Sails & Cruises on Kauai

See All Activities See All Activities By Vendor Sunset Sails & Cruises

There are 11 tours in this category that range in price from $75.00 to $159.00.

Kauai Sunset Sails & Cruises

Kauai Sunset Sails are a peaceful and romantic way to spend an evening.


Of all the evening activities or Kauai activities in general, perhaps the most romantic are the Kauai sunset cruises, Kauai sunset sails, the so called Kauai booze cruises or Kauai cocktail cruises.


Kauai is uniquely suited to be a great location to enjoy a romantic sunset sail particularly if you choose to take one that sails along the remarkable Na Pali coastline.



  • The Na Pali coastline on Kauai is certainly a popular destination for many sunset sail tours. This uniquely beautiful and uninhabited setting is one of the most renown coastlines anywhere on the planet. Many of the Hollywood movies you've seen back home have been filmed here and your vantage point from the sea is the only way this coastline can be viewed other than from a Helicopter or Air Tour. The rugged beauty of this area makes it an impossible location for roads of any sort so there are no vehicles producing noise or visual distractions and this makes your sunset cruise all the more special.


As I think back, some of my fondest moments in the islands bring up memories of sunset sails.


The gentle lapping of the ocean against the sunset sail vessel, the sun's shimmering light casting a golden glow along the shoreline, the brilliant vivid colors painting all the passing clouds.


With a cocktail in hand and the perfect person by your side these moments on your Kauai sunset sail will serve as fond memories of your island vacation.


A sunset sail or sunset cruise is a good call for any evening of your vacation but perhaps the very best time would be your last evening on the island for a fond farewell.



Norwegian Cruise Line - Pride of America Cruise Ship:

Sunset Sail Cruises on Kauai will not pick you up at the cruise ship pier. Your best bet is to either arrange for a taxi to take you to and from the departure location or to have Tom Barefoot's Tours arrange for a Rent-A-Car shuttle to pick you up at the cruise ship pier. The best timing for most of these Kauai Sunset Tours is going to be on the Thursday of your cruise schedule.

Look for this symbol in the tour descriptions below to indicate if it is Pride of America compatible.

Sunset Sails & Cruises Sorted by Specific Tour


Sunset Sails & Cruises Sorted by Company

  • 1
  • 2
  • 3
  • 4
  • 5
(8 Reviews, 4.9 Stars)

Blue Dolphin Charters

3 Activity Options

56 foot wide-beam sailing Trimaran, 27' Raft and 63' Catamaran

Blue Dolphin Charters offers spectacular motor sailing cruises to the NaPali Coast of Kauai and to the 'forbidden island' of Niihau. In addition Blue Dolphin also offers whale watches, snorkeling, snuba, dinner cruises, sunset sails and rafting excursions. All emphasis is placed upon customer comfort and its large boats each maintain large walk-in restrooms, fresh water showers and plenty of deck space.
More Info / Buy Now


  • 1
  • 2
  • 3
  • 4
  • 5
(6 Reviews, 4.8 Stars)

Kauai Sea Tours

2 Activity Options

24' Rigid Hull Inflatable Rafts, Lucky Lady' 60' Sailing, Power Catamaran

Kauai Sea Tours is a large charter boat company that offers tours off the coast of Kauai and particularly the NaPali Coast with its beautiful 'signature' boat , Lucky Lady. In addition it also provides romantic dinner cruises and whale watches and also has a fleet of specially designed raft boats which are great for exploring caves, snorkeling and racing dolphins.
More Info / Buy Now


  • 1
  • 2
  • 3
  • 4
  • 5
(29 Reviews, 4.8 Stars)

Captain Andy's Expedition

3 Activity Options

55' Sailing Catamaran, 55' Gold Coast Yachts, 30' and 38' RAIV

Captain Andy's Sailing Adventures for years has offered tours to see the spectacular NaPali Coastline of Kauai. Sailing large and luxurious Gold Coast Yacht Sailing Catamarans, Captain Andy's will take you snorkeling and dolphin watching as well as provide romantic dinner and sunset cruises. In addition you can enjoy rafting adventures to the NaPali Coast.
More Info / Buy Now


  • 1
  • 2
  • 3
  • 4
  • 5
(10 Reviews, 4.8 Stars)

Holo-Holo Charters

3 Activity Options

61' and 48' Sailing Catamarans, 38' Raft

Holo Holo Charters offers a variety of boat tours on Kauai on large, powerful and stable catamarans. Tours include beautiful snorkel and dolphin watch excursions to the NaPali Coastline, raft tours of NaPali during the summer months, dinner sunset cruises, whale watching and tours to the forbidden island of Niihau.
More Info / Buy Now




Recent Reviews


Top Activities
Customer Favorite Tours Based on Reviews

Just one point of understanding with regard to the island of Kauai and Sunset Sails.

We have Dinner Cruises and we have Sunset Sails. They're very, very similar in terms of what they do. One has dinner as well as cocktails, and they're both out at sunset time. The Sunset Sails generally are going to have cocktails and hor d'oeuvres. In Hawaii they call them pupus. They're usually out a little bit shorter. The Dinner Cruises, as discussed in a previous section can be as long as five hours. Sunset Sails are more in the two-hour area and go out from the main ports of Poipu and Port Allen, Nawiliwili, but they're just out for the short period of time, and not as big a deal as the Dinner Cruises. They're a lot of fun. They're less expensive, and people really enjoy them. It's one of the best things to go out and see the green flash on the ocean on a Sunset Sail.

If you have any questions about Tours or Activities in Hawaii, just give us a call, or check out tombarefoot.com. We're here to help.


Taking a Hawaii sunset cruise may prove to be the most romantic and relaxing moments of your vacation. Sunset cruises probably won't rank high on your list of adventure items on your trip but may instead be the simple ending to a perfect day.

More Info / Buy Now

A variation of the dinner sunset cruise is what is fondly referred to in Hawaii as the "booze cruise". This usually includes just "pupus" (appetizers) and an open bar plus entertainment.

More Info / Buy Now

Many vessels on Maui can take you on a sunset cruise, most leaving from Lahaina harbor. Catamarans, sloops, schooners, and even power vessels - no matter what boat on Maui you take, one thing is certain, it will be the beginning of an evening you will remember for a long time to come.

More Info / Buy Now

Sunset Sails off the coast of the Big Island of Hawaii provide the ultimate in relaxation. The beauty of the ocean and the colors of the sunset provide a remarkable experience to conclude your Hawaiian day.

More Info / Buy Now