4 Romantic Experiences in Kauai Worth Booking

1.Leila Na Pali Sunset Dinner Sail

★★★★★★★★★★4.5 · 524 reviews · 5 hours (approx.) · from $263Our pick

Spend about five hours aboard Holo Holo Charters’ 50-foot Leila, cruising from Port Allen along Kauai’s Na Pali Coast. Expect cliffs, waterfalls, marine life, dinner, open-bar drinks, and a Champagne toast. Captains and crew adjust the route to ocean conditions, and winter seas can be rough.

“Informative tour. Beautiful views of the coast. Varied by day, based on weather, but the crew works hard to give you the best experience. Food was excellent & drinks plentiful!”

Check availability →Read our full review

2.Napali Sunset Dinner Cruise

★★★★★★★★★★4.6 · 91 reviews · 3h 30m · from $247

You’ll spend 3.5 hours aboard Holo Holo Charters’ 65-foot catamaran, following Kauai’s Napali Coast past cliffs, valleys, caves, and waterfalls. Captains such as Mike and Glen, with crew members including Selma and Noah, share local stories while you enjoy dinner, drinks, wildlife spotting, and sunset champagne.

“I enjoyed everything about it. It was an excellent tour. Can’t wait to go again. Loved the captain.”

Check availability →Read our full review

3.Allerton Garden and Estate Tour with Sunset Dinner

★★★★★★★★★★4.6 · 55 reviews · 3 hours · from $106Best value

Walk Allerton Garden with an English-speaking guide such as Ron, Randy, or Makai, then visit the Allerton Estate and Queen Emma’s cottage. Finish with a light dinner and beverage on the lanai as the sun drops near the coast. Closed-toe shoes are required.

“Excellent tour and loved our guide. The sunset dinner allowed us to go down to the beach and homes which I have always wanted to do Exceptional experience”

Check availability →Read our full review

4.Kauai Professional Photographer Couples and Families

★★★★★★★★★★4.0 · 5 reviews · 45 minutes (approx.)

Meet a professional Kauai photographer for a private 45-minute session tailored to families, couples, weddings, or proposals. Your photographer helps choose a scenic spot, guides natural poses, takes 150 to 450 images, and provides the edited high-resolution collection on a flash drive.

“Michelle was a great photographer! She found the perfect spot and took amazing photos of us all. We highly recommend her.”

Check availability →Read our full review