Sail In The San Juan Islands!

Relaxed. Rejuvenated. Awed by nature.

Our unique eco-friendly sailing charters will leave you transformed…
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Sail the San Juan Islands with us!

Sit back, relax, and leave your cares behind when you sail with us for a life-changing journey on our comfortable 55' sailing yacht in the San Juan Islands. We'll show you the natural beauty of the Islands - it is our home - and we look forward to sharing it with you. Our home port is in Deer Harbor Marina, Orcas Island.

Sailing with us in the San Juans, Gulf Islands, and the Inside Passage offers a chance to see bald eagles, humpback whales, sea and shore birds, sea lions, and our resident and transient orca whales. Our multiple-day adventures include a naturalist captain and an experienced professional chef. You'll enjoy local Northwest gourmet cuisine made with fresh local ingredients. Bring us your special requests so we can make your private sailing memorable. We love customizing tours to exceed your expectations!

Our tours are a special way to experience the magic of these islands. Easy day hikes through the lush temperate rainforest of the Salish Sea, beach combing, exploring and wildlife viewing as well as sailing are the major components of our adventures - all while retreating each evening to the safe and quiet confines of our luxury sailing yacht.

We do group, private and custom charters and curate unique itineraries that include remote islands, wildlife viewing, gourmet meals, and activities. If your time is limited, you can take a day trip on one of our six-hour sailing tours from Deer Harbor Marina on Orcas Island.

Emerald Isle Sailing Charters

Tours

Duration
3 days
Group Size
2 to 6

3-Day All Inclusive Sailing Tour of the San Juan Islands

Join us for an all-inclusive multi day sailing tour of the most beautiful marine environment in the world!

Prices start at $1999 USD per person. Early and late season discounts available. Gratuities are welcome, but not included in cost of trip.

2024 Dates for 3-Day Tour:

Please note: THE DATES BELOW DO NOT REFLECT CURRENT RESERVATIONS. Please use the "Check Availability" button on this page to see a real-time calendar.

May: 5/10-5/12
June: 6/7-6/9
September: 9/7-9/9, 9/13-9/15, 9/18-9/20

If the dates you want are not listed above, please contact us. We are very flexible, and can often adjust the sailing schedule, and can create tours of any duration.

Our multi-day, all-inclusive sailing tours are the best way to unwind, relax and immerse yourself in the Salish Sea's natural beauty. With each day aboard, you'll feel a deeper connection to the natural world as you let the stresses of everyday land-based life melt away. We follow the rhythms of the wind and tides to show you the true beauty of this magical archipelago.

Sailing from our home port of Deer Harbor, Orcas Island, we are quickly in one of the most scenic and wildlife-rich areas of the world. Our naturalist captain will hoist the sails and guide your small group in an intimate exploration of wildlife and nature by eco-friendly sail power.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

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$1,999
Duration
3 to 6 days
Group Size
2 to 6

Sail & Paddle Tour

New this year!

Hey there, avid kayaker or paddle boarder! Think you've seen and conquered it all? We invite you to paddle the mystical waters of the San Juan Islands, while you return each evening to the safe, warm and cozy confines of our luxury 55' sailboat.

Aboard Sailing vessel Nawalak, you'll be treated to 3 luxury meals per day by our on-board chef to fuel your kayaking journeys, as well as a warm, dry berth aboard. No need to pitch a tent, or haul heavy gear - keep it all on the boat!

This tour blends the elegant simplicity of sailing with the intimacy of near shore kayaking, utilizing our vessel as a mother ship for your San Juan Islands kayaking adventures. This is a bring-your-own-kayak adventure where we board, our luxury 55' sail boat and sail deep into the majestic waters of the San Juan Islands. By sailing to these highly sought after kayaking destinations, we eliminate the hassle, and danger of paddling across large bodies of open sea to get to our coveted kayaking destinations. Tour durations are from 3-6 days, and are fully customizable for duration, skill levels and dates. Give us a call to learn more.

Our multi-day, all-inclusive sailing tours are the best way to unwind, relax and immerse yourself in the Salish Sea's natural beauty. With each day aboard, you'll feel a deeper connection to the natural world as you let the stresses of everyday land-based life melt away. We follow the rhythms of the wind and tides to show you the true beauty of this magical archipelago.

Sailing from our home port of Deer Harbor, Orcas Island, we are quickly in one of the most scenic and wildlife-rich areas of the world. Our naturalist captain will hoist the sails and guide your small group in an intimate exploration of wildlife and nature by eco-friendly sail power.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

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$1,999
Duration
5 days
Group Size
2 to 6

5-Day All Inclusive Sailing Tour of the San Juan Islands

Join us for an all-inclusive 5-Day sailing tour of the most beautiful marine environment in the world!

All inclusive prices start at $2499 USD per person. Early and late season discounts available. Gratuities are welcome, but not included in cost of trip.

2024 Dates for 5-Day Tour:

Please note: THE DATES BELOW DO NOT REFLECT CURRENT RESERVATIONS. Please use the "Check Availability" button on this page to see a real-time calendar.
If the dates you want are not listed, please contact us. We are very flexible, and can often adjust the sailing schedule, and can create tours of any duration.

May: 5/3-5/7, 5/17-5/21, 5/31-6/4,
June: 6/18-6/22,
July: 7/2-7/6, 7/16-7/20,
August: 8/1-8/5, 8/16-8/20, 8/31-9/4,

Our multi-day, all-inclusive sailing tours are the best way to unwind, relax and immerse yourself in the Salish Sea's natural beauty. With each day aboard, you'll feel a deeper connection to the natural world as you let the stresses of everyday land-based life melt away. We follow the rhythms of the wind and tides to show you the true beauty of this magical archipelago.

Sailing from our home port of Deer Harbor, Orcas Island, we are quickly in one of the most scenic and wildlife-rich areas of the world. Our naturalist captain will hoist the sails and guide your small group in an intimate exploration of wildlife and nature by eco-friendly sail power.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

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from
$2,499
Duration
6 days
Group Size
2 to 6

6-Day All Inclusive Sailing Tour of the San Juan Islands

Join us for an all-inclusive 6-Day sailing tour of the most beautiful marine environment in the world!

All inclusive prices start at $2699 USD per person. Early and late season discounts available. Gratuities are welcome, but not included in cost of trip.

2024 Dates for 6-Day Tour:

Please note: THE DATES BELOW DO NOT REFLECT CURRENT RESERVATIONS. Please use the "Check Availability" button on this page to see a real-time calendar.
If the dates you want are not listed, please contact us. We are very flexible, and can often adjust the sailing schedule, and can create tours of any duration.

May: 5/24-5/29
June: 6/11-6/16, 6/25-6/30
July: 7/9-7/14, 7/24-7/29
August: 8/8-8/13, 8/23-8/28

Our multi-day, all inclusive sailing tours are the best way to unwind, relax and immerse yourself in the Salish Sea's natural beauty. With each day aboard, you'll feel a deeper connection to the natural world as you let the stresses of everyday land based life melt away. We follow the rhythms of the wind and tides to show you the true beauty of this magical archipelago.

Sailing from our home port of Deer Harbor, Orcas Island, we are quickly in one of the most scenic and wildlife-rich areas of the world. Our naturalist captain will hoist the sails and guide your small group in an intimate exploration of wildlife and nature by eco-friendly sail power.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

84 Reviews verify
from
$2,699
Duration
6 hours
Group Size
2 to 6

San Juan Islands 6-hour Day Sail

Climb aboard and immerse yourself in the vibrant beauty of the San Juan Islands.

All inclusive prices start at $229 USD per person, check dates on the right. Please note: If the dates you want are not listed, or another tour is designated, please contact us. We can often adjust the sailing schedule.

Sailing from our home port of Deer Harbor, Orcas Island, we are quickly in one of the most scenic and wildlife-rich areas of the world. Our naturalist captain will hoist the sails and guide your small group in an intimate exploration of wildlife and nature by eco-friendly sail power.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

3 Reviews verify
from
$229
Duration
12 days
Group Size
2 to 6

INSIDE PASSAGE - Desolation Sound, Broughton Archipelago & Great Bear Rainforest

We will be offering this tour again in late August/early September 2025.
Please use the contact form on this page to let us know you have interest, or have any questions.
Prices are yet to be determined, but will probably be around $5999 per person all inclusive of food and beverages.

Sail with us to where civilization gradually fades astern. Northwest is where we're headed, underneath a golden sky as we begin to get a taste of the wilder side of the North American coast. Natural Hot Springs, 10,000 yr old protected First Nation villages, ancient totem poles, pods of leaping dolphins, Orcas, Humpbacks, Bears, Rain Wolves. These are just some of the highlights on our farthest north tour. This is a true adventure, but with all the creature comforts and safety we've developed from over 20 years of experience with this route.

We pass north through the Inside Passage roughly retracing the route that Captain George Vancouver did in 1792. Much of the area looks the same now as it did then. With each day aboard, you'll feel a deeper connection to the natural world as you let the stresses of everyday land based life melt away.

Sailing aboard the S/V Nawalak is about escaping the crowds, relaxing, and connecting with nature and the sea while exploring the quiet beaches and pristine islands of the northwest. During our tours we share with you the gems and secrets we’ve discovered in our 30+ years of sailing these amazing waterways.

27 Reviews verify
from
$5,300

Why choose us?

Experience The Magic Of Sailing In The San Juan Islands

Emerald Isle sails on a beautiful 55' sailing vessel with the latest upgrades for private charter safety and comfort. Our naturalist captain is U.S. Coast Guard licensed. You'll enjoy a sailing charter with a quiet charging system using wind and solar power, and the only heated pilothouse charter sailboat in the area.

Our tours are led by Emerald Isle Sailing's owner/operator.

Luxurious

Sit back and relax while our gourmet chef prepares another sumptuous meal! Our spacious, fully equipped 55’ custom pilot house sailboat will keep you warm and dry if we encounter a rain shower. A...

Sit back and relax while our gourmet chef prepares another sumptuous meal! Our spacious, fully equipped 55’ custom pilot house sailboat will keep you warm and dry if we encounter a rain shower. After a day on the water or exploring the rainforest ashore, retire to one of 5 private staterooms with fresh linens, towels, and toiletries included. A luxury sailing package!

Relaxing

Feel yourself slipping into a deeper connection with nature as we sail to remote coves, harbors, and anchorages. The stresses of land-based life will quickly melt away. Read a book in the protected...

Feel yourself slipping into a deeper connection with nature as we sail to remote coves, harbors, and anchorages. The stresses of land-based life will quickly melt away. Read a book in the protected cockpit, or take the helm and feel the silent energy of the wind move the boat through tranquil waters.

Adventure

On our 5, and 6-day tours, we venture farther to where civilization fades astern. Bigger waters, bigger wildlife, and bigger adventures await - all from the comfort and safety of our USCG-documented vessel.

On our 5, and 6-day tours, we venture farther to where civilization fades astern. Bigger waters, bigger wildlife, and bigger adventures await - all from the comfort and safety of our USCG-documented vessel.

Location

San Juan Islands, Washington

The San Juan Islands include 172 named islands and reefs off the coast of Washington State. Departing from Anacortes, the Washington State Ferries serve Orcas Island, Lopez Island, and San Juan Island. Each island offers a unique opportunity for adventure. Activities include sailing, hiking, biking, kayaking, and enjoying the simple rustic beauty of the San Juan Islands.

The San Juan Islands enjoy a moderate year-round climate. Winters experience an average temperature of 40 degrees F, while summers enjoy a glorious average of 70 degrees F. Sailing with us in the San Juan Islands offers a chance to spot humpback whales, orcas, and minke whales, and see flower-filled meadows, mountain-framed horizons, hidden coves, and emerald waters. The beauty of this area casts a spell hard to undo.

Frequently asked questions

Most frequent questions and answers

The coastlines we sail are rich with life. Depending on the time of year, sea mammals you might see include Orca, Humpback and Minke Whales, Harbor Porpoise, Dahl’s Porpoise, White-sided Dolphins, Sea Otters, River Otters, Harbor Seals, and Sea Lions.

On land you have the opportunity to see Minks, Otters, Black-tailed Deer, Raccoons, and imported exotic wildlife. As we journey northward it becomes increasingly likely to find coastal Wolves, Mountain Goats, Black Bears, Grizzlies, and the White Kermode, or “Spirit” Bear.

There are too many feathered friends to list. The Bald Eagle is a daily visitor. Other favorites of ours include Oyster Catchers, Marbled Murrelettes, Scoters, and Great Blue Herons. For a truly world class natural experience the old-growth forests of northern B.C.’s Great Bear Rainforest house an especially rich and diverse community of creatures. Our unobtrusive electric powered dingy allows us the unique advantage of near silence while viewing and photographing wildlife.

It’s best to be prepared for a temperature range of 55° to 80° F. When sailing, even on a warm summer day, the breeze experienced on deck when heading up wind can elicit the need for cozier clothing. The best dress for sailing is layers. For northern tours, close to the skin, wear a moisture wicking layer, then an insulative layer (fleece, wool...), and an outer wind/water resistant layer. Waterproof shoes or rubber boots are an advantage on deck and for getting to and exploring shorelines and estuaries. Shorts and a bathing suit are great for a summer swim or hot spring soak. For life below decks bring casual and comfortable clothing. Don’t forget your favorite pair of slippers! We’ll send you a detailed list of what to bring when you submit your reservation.

The San Juan and Gulf Islands are known for their sunny summer days. We receive about half the rain of Seattle due to the rainshadow of the Olympics and Vancouver Island mountain ranges. Temperatures range from 55°-80° F in the spring, summer, and fall, and average 40°-50° F in the winter months. The Great Bear Rainforest of northern B.C. produces more variable weather. It’s not called a rain forest for nothing! Temperatures are usually in the 60s throughout our sailing season there. You will likely encounter a mix of sunshine with occasional rain during your trip, but you will stay warm and dry in our roomy pilothouse.

It depends on what you are looking for. April and May display an incredible abundance of spring flowers. Some areas are particularly spectacular with color at this time. The sunniest and warmest months of the year are July, August, and September. This is the best time of year to see the Great Bear Rainforest. October through mid-June offers the best sailing wind and the most quiet privacy in anchorages. We have had incredible trips in January! With our heating systems and all-weather pilothouse this time of year can be a magically peaceful and comfortable experience.

Nearly all of the waters we sail in are well protected. Most people who are concerned about seasickness are pleasantly surprised that its not an issue for them on our trips. However, some of our trips involve making brief passages that can occasionally get rough enough to elicit this unfortunate gastronomic state. We recommend you speak with your doctor or pharmacist regarding appropriate motion sickness medication. In our experience for mild queasiness, the acupressure wrist bands, ginger tea or crystallized ginger (which we have on board), and staying above decks can be of great help. The good news is that after we’ve finished a rough passage, the seasickness disappears!

Absolutely! We love having children on board. It can be a hugely educational experience for them. There are many activities to keep them occupied, and enough new and exiting experiences to keep them talking about their trip for a long time. We do, however, prefer that if your child is younger that 10 that the guest list is filled by your party alone.

It’s a cruise that includes a captain and crew/chef who take care of all shipboard duties including safe navigation, local knowledge of choice attractions, and meals and cleaning. You can do as much or as little as you like. We are at your service!

No. The level of activity varies depending on the trip. However, anyone who can get in and out of the dingy and go for short walks will do fine. We have had mobility-impaired guests having wonderful cruises with us without ever leaving the boat! There are many beautiful things to see right from the cabin and deck!

All onboard meals, including select wines with most dinners. On some trips you will cover one dinner ashore. Your heated cabin includes a bed made with sheets, pillows, comforters, and blankets. Towels, cloths, shampoo, and soap are also complimentary. You are welcome to use the inflatable, kayak, and all fishing, crabbing, and shrimping gear. If you prefer to overnight at a place with moorage fees, you are responsible for them, as well as any fishing licenses, and most off boat tours.

Rainforest we typically take the dinghy up a pristine river and go for a short walk, or explore a remote beach, or abandoned native village. In the San Juans and Gulf Islands many forest trails, beaches, and country roads await the happy wanderer.

Opportunities for education abound. Your skipper is a trained naturalist, and enjoys pointing out a special plant, and its traditional uses, or identifying an animal and explaining its habits. Local history and native culture are other subjects you'll learn about. The captain also enjoys teaching sailing to anyone interested. Our trips in the Great Bear and the Inside Passage incorporate Native guides who will lead you through abandoned village sites, and enthrall with tales of battles, ancient customs, and the history of the once mighty Kwakwak’wakw. Or take part in a traditional open fire salmon bake and learn of the rich past of the Heiltsuk. The boat makes a great platform for seminars and workshops. We also offer instructor-led cruises in subjects such as meditation, photography, and whale observation. Please see charter options. If you are an instructor interested in leading an art cruise feel free to contact us.

Our scheduled tours focus in the San Juans April through July, with one trip up the Inside Passage/Southern Great Bear Rainforest in early August, mid August to mid September in the Northern Great Bear Rainforest of the northern B.C. coast, and one trip down the Inside Passage/Southern Great Bear Rainforest in mid September. Please see our schedule. Any time you don’t see a scheduled trip booked the boat is open and available, so don’t hesitate to inquire.

All of our rooms are double occupancy (View ship schematic), and allow for a maximum of six guests. If you prefer a private stateroom we will try to accommodate you. There will be an additional 50% fee if the tour is otherwise full.

By Coast Guard regulation, we can take up to six guests. On our instructional cruises, and with workshops and seminars, we can bring an instructor in addition to the six guests.

No. The captain and crew are perfectly capable of taking care of all sailing. However, you are welcome to participate at any time for your own enjoyment. The captain is a lifetime sailor, and would love to help you with your sailing skills. By the end of the trip you may just be ready for the America’s Cup!

Emerald Isle Sailing Charters Blog

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Our sailing tours are the perfect way to explore the beautiful San Juan Islands and learn about their history and culture.
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