3-4 Day Sail

3 & 4 Days Aweigh Cruises - Sample Itinerary

San Juan Islands Sailing Vacation

You want a break. You deserve a break. But your busy schedule won’t allow you to take a much-deserved longer vacation. A 3 or 4-day sailing vacation yacht charter might be perfect for you. 

Enjoy a weekend Private Sailing Yacht Charter for your party aboard Diminuendo! Prefer a romantic getaway for just the two of you? We’re happy to oblige. Do more friends or family want to join the fun? We can accommodate up to six guests. Visit our rates page for details.

The Islands are a great place to enjoy the holidays away from the crowds. Memorial Day, Independence Day, and Labor Day offer great opportunities to escape the daily grind. Friday Harbor is the best place to spend the July 4th holiday. From our vantage point in the anchorage, the fireworks fill the sky! Visit our Holiday and Special Occasion cruises page for details.

3 and 4 Day Sailing Adventures that Fit Your Busy Schedules

San Juans Map

Call or text (541)350-4787 or email: scott@nwsailing.com now for details and availability

Example of Four Day Sailing Adventure Itinerary


Day One: Your adventure begins in Bellingham, about two hours north of Seattle or three hours from Sea-Tac International Airport. We set sail in the early afternoon, usually between 1:00 and 2:00 pm (right after lunch).

Your destination for today is Sucia Island. You’ll arrive at Sucia after a delightful four to six-hour sail, depending on the winds, currents, and route that is chosen. You’ll likely see porpoises, seals, and sea lions along the way. This will whet your appetite for what is to come!

Your first night will be spent in one of Sucia’s seven beautiful anchorages after enjoying a gourmet dinner served aboard. While there, you’ll enjoy examining the island’s distinctive sandstone formations up close, hiking, paddling, or a bit of beachcombing in Sucia Island State Park.

Day Two: Your second day starts with coffee and breakfast. We’ll then weigh anchor and set sail for today’s destination, pastoral Stuart Island. Your route will be determined by the prevailing conditions, but you’ll want to keep a sharp lookout for whales. Orcas, humpbacks, and minke whales are often seen in this area. Your route may carry you past the Patos Island lighthouse and the Turn Point Light Station, which present epic photo opportunities.

A visit to Stuart Island is like going back in time! Many of the families that live there are descendants of the pioneers who settled on the island. The island is off the grid, so those who require electricity must make their own.

While there, you may choose to walk to the Light Station. You may tour the restored light keeper’s quarters and the museum or sit on the huge verandah and put your feet up.

Along the way, you’ll see yaks (yes, yaks!) grazing at Ericksen Farm, which has been in operation for over a hundred years.

Another point of interest is the one-room schoolhouse which was in operation until just a few years ago.

You can also buy a locally designed souvenir from one of the treasure chests found around the island, which offer their wares on the honor system. Simply take what you want and pay when you get home. Prevost Harbor is another great place to paddle. 


Day Three: Today, you’ll set sail for beautiful Friday Harbor, the county seat and hub of island activity. Here Diminuendo will tie up dockside overnight. Many art galleries, museums, scooter rentals, and tours are offered just a short walk from the marina. You’ll dine out in one of the town’s fine restaurants and have a night on the town. With Diminuendo moored in the marina, you’re free to come and go as you, please.

Day Four: Relax and enjoy your cruise back to the dock in Bellingham.  We’ll pass through the heart of the islands and some of the most beautiful scenery you’ll see on your cruise. Snow-capped Mount Baker provides a wonderful backdrop for your photos.

Alas, all good things must come to an end. We trust that your time aboard Diminuendo has created lasting memories. We hope to welcome you aboard again soon!

Fair winds!


Looking for a San Juan Islands chartered sailboat vacation?

Look no further than Northwest Sailing Adventures!