How to Plan a Private Yacht Charter for Next Summer
There’s nothing quite like sailing the San Juan Islands aboard your own private yacht. With stunning shorelines, quiet anchorages, and abundant marine life, it’s no surprise that this region is one of the most coveted sailing destinations in the United States. But if you’re hoping to enjoy this experience next summer, the time to start planning is now.
Booking your charter early gives you more choice, a smoother experience, and something exciting to look forward to all year long. Whether you’re dreaming of a romantic getaway, a family vacation, or a small group celebration, here’s how to plan your private yacht charter in the San Juan Islands.
Decide When You Want to Sail
The sailing season in the San Juans typically runs from May through October, with peak months being June through August. Each part of the season has its own charm:
- May and early June offer peaceful waters and less crowded anchorages.
- July and August provide the warmest weather and best whale watching opportunities.
- September brings golden light, quieter harbors, and stunning sunsets.
If you have flexibility, consider sailing at the edges of the high season. You’ll still enjoy beautiful conditions with slightly more availability and potentially better pricing.
Define Your Group and Goals
Are you planning a romantic trip for two, a multi-generational family reunion, or an adventure with close friends? Knowing your group size and dynamic helps you tailor the experience. At NW Sailing Adventures, our private charters are ideal for couples, families, or small groups (up to six guests) who want a personalized and comfortable cruising experience.
You’ll also want to think about what kind of trip you want. Do you envision relaxing days at anchor with gourmet meals and quiet coves? Are you looking for active sailing, wildlife spotting, and exploring islands on foot? All of these details can shape the perfect itinerary when you plan ahead.
Choose the Right Charter Company
When it comes to booking a private yacht charter, not all options are created equal. With NW Sailing Adventures, you’re not just booking a boat—you’re securing an all-inclusive, crewed experience that’s built around hospitality, safety, and local knowledge.
Co-owners Captain Ron and First Mate/Chef Firstmate Todd bring decades of sailing and customer service experience to every cruise. From the moment you step aboard our 40’ luxury yacht, you’re treated like a welcome guest—not just a customer.
To learn more about the crew and the yacht, visit:
Lock in Your Preferred Dates Early
Private charters are limited in availability, especially during the summer. Unlike large group tours or bareboat rentals, our fully crewed cruises are one-of-a-kind experiences. Once a date is booked, it’s off the calendar.
To ensure you get the week that works best for you, reach out early—even 6 to 9 months in advance isn’t too soon. Early booking also means more time to coordinate travel to and from Bellingham, where your adventure begins.
Check out our cruise options here:
https://nwsailing.com/san-juans-cruises/
Personalize Your Experience
One of the joys of sailing with NW Sailing Adventures is that each cruise is tailored to you. We work closely with our guests to create a route that fits their pace, preferences, and goals. Want to stop in Friday Harbor? Visit the historic lime kilns on Shaw Island? Spend a night at anchor under the stars? We’ll help make it happen.
We also customize your onboard menu. Todd prepares fresh, seasonal meals to fit your dietary needs and tastes—from wild-caught salmon to fresh-caught crab benedicts. The result is a culinary experience that matches the natural beauty surrounding you.
Explore sample menus here:
https://nwsailing.com/cuisine/
Understand What’s Included
Many travelers new to chartering a yacht are surprised by how much is included. With NW Sailing Adventures, your cruise price covers:
- A professional captain and chef/first mate
- All meals, snacks, and beverages
- Accommodations aboard a clean, spacious yacht
- Use of paddleboards and gear
- Fuel and moorage fees
You don’t need any sailing experience—just a love for the outdoors and a sense of adventure.
You can also explore our frequently asked questions here:
https://nwsailing.com/faq-san-juans-sailing/
Prepare for a Relaxing Getaway
Planning ahead means you won’t be scrambling at the last minute. Once your booking is confirmed, we’ll help you prepare with a simple packing guide, travel tips, and recommendations for lodging in Bellingham if you need to stay the night before or after your trip.
Because our team is small and hands-on, you’ll get personal support from your first inquiry to the end of your cruise. That’s the NW Sailing difference.
Start Planning Today
Booking a private yacht charter in the San Juan Islands is about more than taking a vacation—it’s about creating lifelong memories on the water. And the sooner you start planning, the easier it is to shape the exact trip you want.
Whether it’s your first sailing adventure or a yearly tradition, NW Sailing Adventures is here to help you turn your summer dreams into reality. Let’s chart your course together.