Sail Olympia

The Puget Sound Leader in Luxury Sailing Adventure Travel

Summer 2024 scheduled classes are now posted.   In addition to our Signature 5 Day/4 Night Couples classes we now offer weekend versions of ASA 103 and ASA 104 that are open to singles and couples.   We are an American Sailing Association Affiliate and offer certifications in ASA 101, 103, 104, 106, 114.

Give us a call or text.  360-528-9641

Whether you’re brand new to sailing or you want to receive certification to charter a boat, we’re here to help you take the next step in your sailing journey.   

We’ve decided to rethink what a sailing school can be by building one from the ground up. Forget about sleeping on sofas or eating sack lunches, sailing is luxurious and peaceful and we think sailing schools should be too. 

With just two of us and one boat, every Sail Olympia trip caters to you, whether you sign up for one of our scheduled trips or design a custom trip. 

Front of Meritage on dock
Beth and Ben holding hands
Meritage sails
Meritage from above
Front of Meritage on dock

Anchors Away

The next phase of your life starts with
a great adventure.

Beth and Ben holding hands

Couples Only Trips

Two instructors teaching partnership and communication

Meritage sails

Relax and Recharge

Course material is integrated into a relaxed cruising vacation

Meritage from above

ASA 104 - Global freedom

Credentials to charter 45' sailboat worldwide

Salon looking forward

Luxury Sailing Yacht

3 Queen Staterooms
Sleep well on custom mattresses

previous arrow
next arrow

Beginning COUPLES Sailing

5 Days / 4 Nights

ASA 101 + ASA 103

ASA logo

Why rush? Sailboats are about the joys of learning to slow down and enjoy your experience. 

Can you really sail into the wind? How do you steer the boat? How do you park a boat? What do you do when you meet other boats? What do I do with all those ropes? Is it safe?

Safety and comfort are the primary concerns of all of our classes, but specifically for this class while you get your sea legs. You will learn answers to these questions and so many more. We teach sailing in a comfortable atmosphere and at a relaxed pace. You will learn by doing. 

This class is suitable for a range of experience from complete beginners to day racers.   

This class is offered with an optional ASA 101/103 certification, all the certification material will be covered in the course. Outside Pre-work, and a written test are required for certification. See the ASA 101 -Basic Keelboat Sailing curriculum for additional details. ASA 101/103 are the first in the series of three classes required to gain charter boat credentials. Testing fees, books and ASA registration fee not included.

Double Occupancy: $4995/couple

Private class for 2:  $7995 

  • Two ASA instructors
  • No sailing experience necessary
  • Relaxed itinerary makes the perfect vacation
  • All instruction on Meritage – Dufour 382
  • Private stateroom guaranteed, queen berth
  • Gourmet Menu, Chef prepared
Max Students per Class: 4

Course Dates

  • Couples Begining Sailing - 2 of 2 Available

    Dates: June 19, 2024 - June 23, 2024

  • Couples Begining Sailing - 2 of 2 Available

    Dates: July 17, 2024 - July 21, 2024

  • Couples Begining Sailing - 2 of 2 Available

    Dates: August 21, 2024 - August 25, 2024

  • Couples Begining Sailing - 2 of 2 Available

    Dates: September 4, 2024 - September 8, 2024

  • Couples Begining Sailing - 2 of 2 Available

    Dates: September 18, 2024 - September 22, 2024

INTERMEDIATE Couples SAILING

5 Days / 4 Nights

ASA 103 / ASA 104

ASA logo

Unless you took beginning sailing with us, you likely learned to sail on a small daysailer with an outboard motor and few if any electronics.   This class extends and refines the skills in ASA 101 on a large cruising class boat with state of the art electronics. You will learn sail trim,  navigation, lots of docking practice, mechanical systems, navigation systems and electronic systems, You will also learn about crew roles and responsibilities and how to to plan and provision a safe trip for you and your crew. With the completion of this course, you will be certified to charter a sail boat up to 45′ around the world. See the ASA 104 curricula for certification details, pre-work and exam are required for certification.  ASA 103 can be earned with this class. Call to determine the best class choice.

Pre-requisite : ASA 101 or equivalent sailing experience.  Testing out of 101 is only available on private trips.

Double Occupancy: $4995/Couple

Private class for 2:  $7995

 You earn the necessary ASA credentials to captain a 30-45′ charter sail boat. 

  • Two ASA instructors
  • All instruction on Meritage – Dufour 382
  • Private stateroom guaranteed, queen berth
  • Extra focus on docking as a couple
  • Gourmet Menu, Chef prepared

Max Students per Class: 4

Course Dates

  • Couples Intermediate Sailing - 1 of 2 availble

    Dates: June 5, 2024 - June 9, 2024

  • Couples Intermediate Sailing - 2 of 2 availble

    Dates: July 3, 2024 - July 7, 2024

  • Couples Intermediate Sailing - 1 of 2 Availble

    Dates: July 31, 2024 - August 4, 2024

  • Couples Intermediate Sailing - 2 of 2 Availble

    Dates: August 21, 2024 - August 25, 2024

  • Couples Intermediate Sailing - 2 of 2 Availble

    Dates: September 4, 2024 - September 8, 2024

  • Couples Intermediate Sailing - 2 of 2 Availble

    Dates: September 18, 2024 - September 22, 2024

ASA 103 Basic Coastal Cruising

2 Day classes, overnight on board optional

ASA 103 Basic Coastal Cruising

ASA logo

ASA 103 can be earned with this class. This course directly follows ASA 101.  It is recommended, but not required, that you have extra sailing time on the water prior to taking ASA 103. The new course ASA 102 is not part of the charter boat certification sequence and is advanced sailing targeting for racing boats.  The key skills taught in this class are: ability to skipper a sloop-rigged auxiliary powered (inboard or outboard engine) keelboat of approximately 25 to 35 feet in length by day in moderate winds (up to 20 knots) and sea conditions. Knowledge of cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather interpretation, safety, and seamanship. See the ASA 103 curricula for certification details, pre-work and exam are required for certification. 

This is a day-sail course, not a trip.  Pre-requisite : ASA 101

2 – day classes. 9AM – 5PM $750/pp
Optional overnight on board $100/cabin

  •  You earn the second in a 3 course series to charter a boat.
  •  All instruction on Meritage – Dufour 382
  • One ASA instructor
  • Provisioning not provided
  • Min 3 /Max 4 – Students per Class

Course Dates

asA 104 - BareBoat Cruising

3 Days / 2 Night

ASA 104 Bareboat Crusing

ASA logo

Unless you took beginning sailing with us, you likely learned to sail on a small daysailer with an outboard motor and few if any electronics.   This class extends and refines the skills in ASA 101 and ASA 103 on a large cruising class boat with state of the art electronics. You will learn sail trim,  navigation, lots of docking practice, mechanical systems, navigation systems and electronic systems, You will also learn about crew roles and responsibilities and how to to plan and provision a safe trip for you and your crew. With the completion of this course, you will be certified to charter a sail boat up to 45′ around the world. See the ASA 104 curricula for certification details, pre-work and exam are required for certification. 

Pre-requisite : ASA 101 and ASA 103  

Friday 4PM – Sunday 4PM

$1495/person
$1695/private stateroom

 You earn the necessary ASA credentials to captain a 30-45′ charter sail boat

  • All instruction on Meritage – Dufour 382
  • Doubles must prearrange to share a cabin
  • One ASA instructor
  • Provisioning provided, students prepare simple meals
  • Singles (without private upgrade) will be assigned a single berth in Salon.

Min 3 /Max 4 – Students per Class

Course Dates

Jim & Kathe P.

Madison, WI

"...The best kind of travel vacation is the kind you would like to repeat. We definitely intend to do this again, but for fourteen days on the water instead of just seven."

Read Full Review

Connie B.

Kirkland, WA

“Ben was my instructor and he made learning fun and seemingly simple. He is filled with expertise, integrity, and makes learning a joy..."

Read Full Review