Kauai Sailing

Set sail on the sparkling waters of the Pacific and experience the magic of the Garden Isle with a Kauai sailing adventure! Glide along the breathtaking Na Pali Coast, marvel at towering sea cliffs, hidden beaches, and lush valleys only accessible by boat. Many sailing tours offer opportunities for snorkeling, dolphin watching, and seasonal whale sightings, making your journey even more unforgettable. With experienced crews, comfortable catamarans, and stunning scenery all around, sailing in Kauai is a peaceful yet exhilarating way to explore the island's untouched beauty.

Kauai sailing tours are perfect for couples seeking a romantic sunset cruise, families wanting an ocean adventure, or anyone who loves the sea. Some tours include meals, tropical drinks, and live entertainment, while others focus on scenic exploration and snorkeling excursions. Whether you're chasing the golden glow of a Kauai sunset or enjoying a morning sail along the dramatic coastline, a sailing tour offers a unique and memorable way to experience Hawaii's natural wonders.

Deluxe Na Pali Sunset Tour on the Lucky Lady

Tour the Na Pali coast aboard a Luxury Catamaran, Lucky Lady for an afternoon that features incredible scenery topped off with a spectacular sunset. Look for dolphins, whales, and other marine critters as you sip a drink, snap some photos, or simply relax in the warm...

5 hours
4.7 (1355)

Leila Na Pali Sunset Dinner Sail

Let us wine & dine you as we sail off into the sunset along Kauai’s spectacular Napali Coast. Enjoy appetizers, craft beer, wine, and Koloa Rum Mai-Tais aboard our sleek and spacious sailing catamaran, Leila. Your captain will share legends and stories of this sacred...

5 hours
4.7 (483)

Na Pali Coast Kauai Snorkel and Sail

Families and groups-- say YES to an action-packed, five-hour ocean adventure aboard our gorgeous and comfortable 50’ Kauai-built sailing catamaran, Leila. Let’s explore the cliffs, valleys, sea caves and wildlife of the Napali Coast-- one of the most magnificent and...

6 hours
4.8 (518)

Deluxe Na Pali Morning Snorkel Tour on the Lucky Lady

An all-inclusive day exploring the Nā Pali Coast that truly captures the beauty of the Island of Kauai. Our Coast Guard-certified Captain will guide you as we cruise up the coastline to the Nā Pali State Park. Hear the history and legends of the coastline while our...

5 hours
4.7 (1365)

Frequently Asked Questions

Where do sailing tours depart from on Kauai?

Most sailing tours depart from Port Allen Harbor on the south shore, with routes heading toward the Na Pali Coast or along the west shore.

🌅 What types of sailing tours are available?

Options include sunset sails, snorkel and sail combos, seasonal whale watching cruises and private charters.

🧭 Do I need any sailing experience?

No, all tours are fully crewed. You can relax and enjoy the scenery while the crew handles navigation and safety.

🎒 What should I bring on a sailing tour?

Bring sunscreen, sunglasses, a light jacket and a camera. If snorkeling is included, pack a towel and swimwear. Gear is typically provided.

🥗 Are food and drinks included?

Many tours include beverages and light snacks or meals, especially on longer or sunset cruises. Check the tour details for specifics.