THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Catch Waikiki’s shoreline from a low-slung trimaran as the sky turns color—this two-hour BYOB sunset sail on Hokulani includes coastal views, a crew-led coast pass by Diamond Head, and a sunset swim when conditions permit. Practical tips on arrival, gear, and marine etiquette keep the evening smooth.
Catch Waikiki’s shoreline from a low-slung trimaran as the sky turns color—this two-hour BYOB sunset sail on Hokulani includes coastal views, a crew-led coast pass by Diamond Head, and a sunset swim when conditions permit. Practical tips on arrival, gear, and marine etiquette keep the evening smooth.
The sun leans low over Waikiki and the city skyline melts into color as the Hokulani slips from the working docks. On a trimaran built for motion, the ocean breathes under three hulls that steady the deck; the nets hum with the tide and the shaded nook offers a quiet place to watch light slide along Diamond Head.
Verified experiences and guided adventures in the surrounding area.
Operated by Three Tiki Sailing · Honolulu, Hawaii
The sun leans low over Waikiki and the city skyline melts into color as the Hokulani slips from the working docks. On a trimaran built for motion, the ocean breathes under three hulls that steady the deck; the nets hum with the tide and the shaded nook offers a quiet place to watch light slide along Diamond Head.
This stretch of shoreline carries the marks of geological uplift and volcanic cones—the same forces that formed Diamond Head—while Waikiki itself has been a gathering place for Hawaiian royalty, surf culture, and global visitors for more than a century. Sailing past the Royal Hawaiian, Magic Island, and Diamond Head connects you to that layered coastal history and the modern recreational culture of Honolulu.
Expect a relaxed two-hour cruise: photogenic passages along the coast, a brief sunset swim when conditions allow, and BYOB onboard (no glass). The crew points out landmarks and keeps the boat stable for easy movement between netted lounges and shaded benches. Seasonally you may spot spinner dolphins, reef fish, or winter humpbacks on the horizon.
Practical guidance: arrive 30 minutes early at the Prince Waikiki docks to check in, bring reef-safe sunscreen, water, and a towel for the swim. Footwear is casual—deck-friendly sandals or barefoot—while a light wind layer helps after sunset. If you get seasick, sit in the middle hull where motion is minimized and consider a preventative remedy. Respect local marine rules: no glass, use reef-safe products, and follow crew instructions during the swim and boarding for a smooth, memorable evening on Hawaiian waters.
easy.
2 hours.
Suitable for most fitness levels; participants should be able to climb a short ladder and enter/exit the water for a swim.
Yes—this cruise is BYOB, but glass bottles are not allowed; use cans or plastic and keep waste secured.
The crew offers a swim when sea and weather conditions are safe; it may be skipped for rough seas or low visibility.
Children are permitted but must be supervised; confirm age restrictions during booking and follow crew safety briefings.
Choose a central seat near the middle hull for less motion and consider anti-nausea medication before boarding if you’re prone to seasickness.
Waikiki evolved from a royal surfing and bathing area into a global resort district in the early 20th century; coastal hotels like the Royal Hawaiian shaped modern visitor culture.
Visitors are asked to use reef-safe sunscreen, avoid touching marine life during swims, and pack out all trash to protect fragile coral and sea creatures.
Three Tiki Sailing operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
The sun leans low over Waikiki and the city skyline melts into color as the Hokulani slips from the working docks. On a trimaran built for motion, the ocean breathes under three hulls that steady the deck; the nets hum with the tide and the shaded nook offers a quiet place to watch light slide along Diamond Head.
The sun leans low over Waikiki and the city skyline melts into color as the Hokulani slips from the working docks. On a trimaran built for motion, the ocean breathes under three hulls that steady the deck; the nets hum with the tide and the shaded nook offers a quiet place to watch light slide along Diamond Head.
This stretch of shoreline carries the marks of geological uplift and volcanic cones—the same forces that formed Diamond Head—while Waikiki itself has been a gathering place for Hawaiian royalty, surf culture, and global visitors for more than a century. Sailing past the Royal Hawaiian, Magic Island, and Diamond Head connects you to that layered coastal history and the modern recreational culture of Honolulu.
Expect a relaxed two-hour cruise: photogenic passages along the coast, a brief sunset swim when conditions allow, and BYOB onboard (no glass). The crew points out landmarks and keeps the boat stable for easy movement between netted lounges and shaded benches. Seasonally you may spot spinner dolphins, reef fish, or winter humpbacks on the horizon.
Practical guidance: arrive 30 minutes early at the Prince Waikiki docks to check in, bring reef-safe sunscreen, water, and a towel for the swim. Footwear is casual—deck-friendly sandals or barefoot—while a light wind layer helps after sunset. If you get seasick, sit in the middle hull where motion is minimized and consider a preventative remedy. Respect local marine rules: no glass, use reef-safe products, and follow crew instructions during the swim and boarding for a smooth, memorable evening on Hawaiian waters.