Pineapple Express | Ensenada – Hawaii

Pineapple Express | Ensenada – Hawaii

June 10 – June 29 | $4200 Contact us for Availability

Limited Availability
Berths Available

Join us aboard Sea Dragon for the classic Pacific crossing! We’ll follow the sunset all the way to Hawaii. We’ll have plenty of time to practice downwind sail handling, helming, and even some celestial navigation if you’re keen. Last year we had a very fast week out of Ensenada, racking up well over 200nm a day for the first 5 days of the trip before we got to the trades.  The rest of the voyage was warm and beautiful, with spinnaker sailing in light wind and wing-on-wing running as the trades strengthened.  If you’re interested in celestial navigation, this is the best voyage of the season to learn from us or hone your skills – clear skies in the trades and a smooth downwind voyage.  We’re looking forward to what should be a spectacular ocean crossing – a perfect opportunity to get away from it all and cross the Pacific!

This trip is an RYA Yachtmaster Ocean and IYT MOY Unlimited qualifying voyage – contact us to discuss.

We’ve pushed this trip back 6 weeks due to the Coronavirus event in North America.  If you are interested in joining us, please get in touch.

  • Cost: $4200 $4900
  • Date: June 10 – June 29, 2020
  • Start: Ensenada, Mexico
  • End: Ko Olina Marina, Hawaii
  • Length: 20 days, 19 nights
  • Focus: Offshore Passagemaking | Ocean Crossing | Sail Training


Contact Us

Call Us: +1 ‪(305) 330-4212‬




If you want a lifetime experience and adventure, sail on Sea Dragon with Eric & Shanley. They are by far two of the most qualified and professional sailors on the planet and terrific hosts who look after every detail in making their passengers feel comfortable during a voyage. Sea Dragon is an exquisitely maintained, seaworthy vessel and fun to sail in all weather conditions.”

-Tom B.


Tentative Itinerary

Day 1:  Arrive at Sea Dragon

You’ll join your professional crew and other guest crew members on Sea Dragon between 1500 and 1700. This evening gives you time to settle into your bunk and unpack and before everyone joins together for our first meal on board. After dinner, your Captain and Mate will take you through essential things to know for life on board. You’ll then have time to get to know the others on board with you or to explore the surrounding area. We’ll spend the night on the dock.

Day 2:  Getting to Know Home

Today we’ll all go through safety procedures, watch schedule, and structure for life at sea before heading out for a day sail. You’ll get fitted for a lifejacket, and if you haven’t brought foul weather gear, have some assigned to you for the trip to Hawaii. We’ll spend the night on the dock.

Day 3:  Departure for the Big Blue

After clearing Mexican customs and immigration, we’ll cast off the lines and head out to sea. We’ll set the sails just as we did the day before, only this time we’ll point the bow west, with our sights set toward Hawaii! We’ll fall into our watch schedule and have our first night underway.

Day 4 – 18:  Offshore Sailing

We all find our rhythm to life at sea, and the days will fade in and out upon big blue. No two days, sunrises, sunsets or watches will be the same. Hopefully, we’ll see some good sea life, including dolphins, whales, albatross and boobies. As we adjust our sails along the way, things that seemed so foreign in the beginning will quickly become second nature, and the miles will fall behind as we continue west.

Day 19:  Estimated Arrival in Hawaii

After more than two weeks at sea, we’ll arrive in Oahu into Ko Olina Marina. The green hillsides rise up to the clouds from the sea, and our senses will be re-introduced to the attributes of land. While we wait to get cleared through customs and immigration, we’ll tidy Sea Dragon. After we’re cleared, it will be time for a nice cold beverage, a dip in the sea, and a group dinner on shore to celebrate our arrival!

Day 20:  Departure Day

After a fun night out, it will be time to disembark Sea Dragon at 0900. We’ll all say so long, but not goodbye, and you’ll find yourself free to explore the tropical and volcanic Hawaiian island chain as you wish.  

 What's Included

Contribution Includes:
– 19 nights accommodation on Sea Dragon
All meals (vegetarian), snacks, and drinks on board
– Sailing instruction
– Safety equipment and foul weather gear
– Mask, snorkel, fins


Contribution does not include:
– Transportation to and from Ensenada and Hawaii
– Transportation to and from the boat
– Additional nights spent ashore
– Personal expenses while in port

 Packing List
 Travel Details

You will join the boat in Ensenada between 1500-1700 on the first day.    You will depart the vessel in Ko Olina at 0900 on the last day. We’ll try to avoid motoring on this voyage, so our actual passage time is dependent on the winds.  If we have a fast passage, we could arrive as early as May 4.   Our slowest voyage time would be arriving the afternoon of the 8th, and you could depart the boat on the 9th as per the itinerary.  If we arrive early, you are welcome to stay aboard until the final day, but are by no means required to – take a few days and have a mini Hawaiian vacation!

San Diego International Airport (SAN) is a 90 minute drive from Ensenada, but the border crossings can be slow.   Tijuana International Airport (TIJ) is about a 70 minute drive.  5 Star Bus offers regular bus service between downtown San Diego and downtown Ensenada. It has gotten good reviews from past guests who have used it.  Honolulu International Airport (HNL) is about 30 minutes from Ko Olina.  

All crew members will require a passport and visas from their home country that will allow them to travel to/from Mexico and the USA. Please note that many nationalities which can enter the US by air on the ESTA visa waiver program need a B1/B2 visa to enter by sea.    If you are NOT from the USA, Canada, or Bermuda, you will need to get a B1/B2.    Please ensure you have the appropriate paperwork completed before joining the vessel, or you will not be allowed to board.    Please look into the specific type of visa you need for arriving at these destinations by sea:

 Boat Tour

 Your Crew

Eric Loss and Shanley McEntee have been with Pangaea Exploration since 2012. They have extensive experience working with scientific and non-profit research groups and enjoy running educational adventures for school groups. Eric and Shanley have taken Sea Dragon through the Panama Canal, up the St. Lawrence Seaway to Chicago, and to the Baltic, the Caribbean, West Africa, Central America, and the Central Pacific.

Shanley, born in 1987, grew up surfing and swimming in the Pacific in Del Mar, California. Throughout her youth, she worked with the Surfrider Foundation to protect California’s coastlines. She has a BA in Environmental Policy and Marine Science from Western Washington University. Her love and curiosity for the sea also extends underwater, where she is a PADI Rescue Diver.

After college she learned to sail, combining her passion for science, the environment, and the sea by spending several months aboard Sea|Mester’s schooners Ocean Star and Argo. Soon after she earned her Ocean Yachtmaster license. Shanley is the medical officer onboard Sea Dragon while on expedition and, alongside Eric, runs and maintains her both on and off program.

Eric, born in 1985, grew up in Laguna Beach, California. During his youth, he sailed dinghies, raced CFJ’s, Larks, and C420’s, and taught sailing to children in Dana Point, California. As a member of the Sea Scouts, Eric gained experience sailing and repairing cruising sailboats, 80’ to 130’ schooners, ketches, and brigs, locally and on several ocean crossings. He also earned the Sea Scout Quartermaster Award.

After graduating from Bowdoin College, Eric became a PADI Divemaster while working for ActionQuest and Sea|Mester, developing his teaching skills as he progressed from running summer programs on 50’ yachts to skippering 88’ and 113’ schooners throughout the Eastern Caribbean and across the Atlantic. In 2011, Eric took a break from professional sailing to buy and refit Odyssey, an Islander 36, to attempt a non-stop solo circumnavigation. Eight months later, he returned to Los Angeles, having sailed past the Great Capes of the Southern Oceans and back up the Pacific to his home port.

When not aboard Sea Dragon, Eric and Shanley have sailed throughout the Caribbean, across the Atlantic, and to the Arctic Circle aboard their own Pouvreau 42 Cutter, Fleur Australe.



Having always been drawn to the outdoor world, Janos has spent much of his life sailing, travelling and in the mountains. Growing up near Glasgow in Scotland, the highlands and islands of the Scottish west coast were a playground from young age. After a few years of dinghy sailing he was drawn to bigger boats and the sea. This led to spending time volunteering with Ocean Youth Trust Scotland, where he learned to sail Challenge 72’s and started gathering qualifications from the RYA.

Janos went on to study Geography with Environmental Studies at the University of Edinburgh. The long summer breaks were used for trips to explore the Norwegian mountains and to sail in the Baltic Tall Ships Races. However, a few years of civilisation were enough, leaving him with itchy feet and yearning for the ocean. So after graduating in 2017 he embarked on an Atlantic Crossing, sailing from the Canaries to the Caribbean. Once ‘across the pond’ he travelled on to the US, where experiences in the Tetons and Yosemite have rekindled a passion for climbing and mountaineering. Since then he has qualified as an Outdoor Instructor whilst also pursuing his aspirations of becoming a Yachtmaster.