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Pacific Crossing - California to Hawaii — Sailing Expedition in United States
Sailing Expedition from Monterey to Honolulu — Monterey, California
Pacific Crossing - California to Hawaii — Honolulu, Hawaii
Sailing Expedition from Monterey to Honolulu — Sailing Expedition in United States
Pacific Crossing - California to Hawaii — Monterey, California
Sailing Expedition from Monterey to Honolulu — Honolulu, Hawaii
Pacific Crossing - California to Hawaii — Sailing Expedition in United States
Sailing Expedition from Monterey to Honolulu — Monterey, California
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Pacific Crossing - California to Hawaii — Sailing Expedition in United States
Sailing Expedition from Monterey to Honolulu — Monterey, California
Pacific Crossing - California to Hawaii — Honolulu, Hawaii
Sailing Expedition from Monterey to Honolulu — Sailing Expedition in United States
Pacific Crossing - California to Hawaii — Monterey, California

Pacific Crossing - California to Hawaii

Sailing Expedition from Monterey to Honolulu, United States

ExpeditionIntermediate & AdvancedUnited States - Americas5.0/5(36 reviewsTripadvisor)

Jul 8-22

US$14,950

3 spaces available

Book

If sailing across the Pacific Ocean is on your bucket list, we invite you to sign on as crew for this epic adventure on the sleek and beautiful Farr 53, Atalanta. Whether you are looking to improve your ocean voyaging skills, simply take in the vast expanse of this watery planet, or a combination of both, this trip is one you won’t want to miss! You will have the opportunity to be part of a crew of likeminded people who dream of making a long passage across the largest ocean on earth. Why? For the challenge? For the deep introspection that days at sea can provide? Because it is there? Only you can answer this question as it is different for each of us. Halfway across, over a thousand miles from the nearest land, out of the shipping lanes and in water 20,000 feet deep, the nearest human to our boat may well be on the space station. Can you endure the solitude? The feeling of being an infinitesimal speck in the universe of stars above you? On this trip, you will disconnect from land life and feel the magnitude of the wilderness around you. You will develop a powerful connection to nature and, hopefully, to yourself.

Up to 6 aboard

Trip Itinerary: Monterey to Honolulu

Why We Love This Sailing Expedition

Some passages are about the sailing, this one is about perspective. Days from land in the middle of the Pacific, you start to realise just how big it all is and how small everything else feels by comparison.

1

Start - Monterey, California

Monterey, California, is a historic coastal city on the southern edge of Monterey Bay, approximately 115 miles south of San Francisco. Known as "California's First City," it served as the state’s first capital and hosted the 1849 Constitutional Convention. Today, it is a world-renowned destination celebrated for its maritime heritage, rich marine life, and literary history. Arrive early to take in the sights, then join the boat one day before departure for orientation and full safety briefing

Sailing at Monterey, California on Pacific Crossing - California to Hawaii
2

End - Honolulu, Hawaii

Honolulu is the vibrant capital and largest city of Hawaii, located on the southeast coast of the island of Oʻahu. Known as the "Crossroads of the Pacific," it seamlessly blends a bustling metropolitan skyline with world-famous tropical beaches and deep-rooted Polynesian culture.

Sailing at Honolulu, Hawaii on Pacific Crossing - California to Hawaii

Meet Your Sailing Operator

Shearwater Sailing LLC
Shearwater Sailing LLC
Tripadvisor5.0/5
•36 Reviews
View Company Profile

Coastal and offshore adventures aboard the custom Farr 53 Atalanta in California and beyond. Atalanta makes frequent trips to San Francisco and neighboring regions, as well as offering multi-day offshore sailing excursions around the West Coast of the US and the eastern Pacific Ocean. In the summer of 2026, Atalanta sailed from Monterey, California to Honolulu, Hawaii and back! Our trips are great for beginners looking to gain offshore experience and advanced sailors alike. Gain high level sailing knowledge and learn from Captain Kevin Wasbauer, a seasoned professional racer and licensed captain.

Why We Love Shearwater Sailing LLC

They’ve got that rare balance of knowing their stuff without making a song and dance about it. Good boats, thoughtful routes and the kind of trips where you end up more capable, more relaxed, and already thinking about the next one.

Sailing Yachts on This Trip

Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.

Atalanta

Atalanta

Farr - 53

LOA: 54ft (16.4m)

Is This Sailing Expedition Right for You?

What experience level is required?

Beginner

No sailing experience required. Perfect for newcomers.

Intermediate

Some sailing experience helpful. Comfortable on the water.

Advanced

Significant sailing experience required. Challenging conditions.

How much sailing participation will there be?

Active Crew Member

Full participation in all sailing activities.

Optional Involvement

Participate as much or as little as you like.

Passenger

Sit back and enjoy the ride.

Will there be any domestic duties?

Yes

Sharing the cooking & washing up

Minimum Age

18

What will the type of sailing be like?

Close reaching for the first couple of days as we head south, then gradually warming as we enter the tradewinds. Blue water sailing with Pacific swells and finally finishing in the Molokai Channel with a brisk and warm following breeze, often under spinnaker.

Any Specific Requirements?

  • Crew will be generally fit and in good health. Crew will stand watch, navigate, change and trim sails, and participate in all aspects of sailing the yacht across the ocean. In addition to the captain, a professional mate will round out the crew to ensure maximum safety.

What's Included in This Sailing Expedition

Included

  • Accommodation Onboard
  • Food Onboard
  • Bedding
  • Towels
  • Offshore PFDs
  • Tethers
  • Pillows

Optional Extras

No optional extras

Not Included

  • Eating Out
  • Alcohol Onboard
  • Travel Transfers
  • Flights
  • Wet Weather Gear
  • Sailing Boots

Typical Sailing Weather in United States

Dec-Feb

18-25°C

Peak Florida sailing. Pleasant temps, steady winds.

Mar-May

22-28°C

Excellent conditions. Warm but not hot yet.

Jun-Aug

28-33°C

Hot and humid. Afternoon thunderstorms possible.

Sep-Nov

25-30°C

Variable conditions. Monitor forecasts closely.

Dec-Feb

18-25°C

Peak Florida sailing. Pleasant temps, steady winds.

Mar-May

22-28°C

Excellent conditions. Warm but not hot yet.

Jun-Aug

28-33°C

Hot and humid. Afternoon thunderstorms possible.

Sep-Nov

25-30°C

Variable conditions. Monitor forecasts closely.

WHY BOOK WITH SAILTIES

Tried and tested sailing experiences, from our pick of the world's best operators

EXPERT-LED SAILING ADVENTURES

All our trips are led by qualified skippers and sailing instructors

TRIED & TRUSTED

We only work with the most reputable sailing operators and yacht providers

SOLO & GROUP-FRIENDLY SAILING

Perfect for solo sailors looking to join a crew or groups wanting to charter

WORLD-CLASS CUSTOMER SUPPORT

Our team is on-hand 24/7 to help you before, during and after your adventure

One date available

From US$14,950 per person

Secure your place today from US$7,475

July 2028

Jul 8-22
Atalanta
$14,950 ($7,475 today)
3 spaces available
Book

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