Sailing & Day Cruises in Skagway
3 Activities
Glacier Point Wilderness Safari
This wilderness expedition to the spectacular Davidson Glacier immerses you in the abundant natural beauty of Alaska, leading you through fjords, rain forests, vibrant wildflowers, and towering mountains. Kick off the tour with a sublime cruise down the Lynn Canal, followed by a mellow hike to your canoe that will bring you face-to-face with the stunning Davidson Glacier. Wrap up the adventure with a picnic lunch on the beach before the return cruise back to town. On this spellbinding wilderness expedition, you will travel through fjords and rainforests viewing some of the most spectacular Alaskan scenery in Southeast. You’ll see everything from wildflowers to towering mountains and top off the experience with up-close views of the Davidson Glacier. Your adventure begins aboard one of our boats custom-designed to provide an intimate viewing experience. During your 75-minute journey through North America’s deepest fjord, keep a lookout for whales, seals, and cascading waterfalls while your Naturalist guide tells you more about the area you are traveling through. Upon arrival at the remote Glacier Point beach, you will take a short, adventurous drive in a school bus across the forested glacial moraines to our base camp where you will gear up in rubber boots and a life jacket. After a ¼ mile walk, the forest opens to reveal a breathtaking view of the Davidson Glacier and the pristine lake below. Here you will board a 31-foot voyager canoe for a trip around the lake to view the glacier and enjoy the incredible Alaskan wilderness while your guide shares their extensive knowledge of the area. Conditions permitting, you’ll make a stop on the delta to get up close and personal with the glacier. This is an optional 1/2 to 1-mile hike over a sand and pebble beach. After the walk on the delta, hop back in the canoe to begin your return trip. After arriving back at the base camp, enjoy a picnic lunch on the beach before your cruise back to town on the custom-designed wildlife-viewing boat. Tour Itinerary 1 hour 20 minutes Scenic cruise aboard our wildlife viewing boat 20 minutes Safari bus ride to the gear pavilion 10 minutes Restroom break and gear up (life vest, rubber boots, and rain gear if needed) 10 minutes Hike to canoe put-in 1 hour 25 minutes Canoe around glacier lake (depending on weather and water depth, an optional 1/2 mile hike on the glacier delta may be possible) 30 minutes Take gear off and return bus ride to the beach 40 minutes Enjoy a picnic lunch on the beach 1 hour 20 minutes Return scenic cruise back to town
Skagway 2.5 Hour Sailing Adventure
Welcome aboard the beautiful Hopscotch, a 50' Beneteau Oceanis SV Hopscotch is our pride and joy! She is 50 ft of adventure, love, sweat, and (occasionally) tears! One thing that makes Hopscotch unique is that she is foreign built (in France), however she has Jones Act Waivers to operate in the waters of Washington State and Alaska. She is a USCG documented vessel, ported out of Skagway, Alaska, and can take up to 6 guests at one time along with crew. Hopscotch is rated as an Ocean Going Vessel (she has crossed the Atlantic) and we take her upkeep and maintenance extremely seriously. We operate Hopscotch in remote areas, and safety is our top priority. One unique thing about your Hopscotch crew is that they all have their US Coast Guard Captains License. As required by the Coast Guard, they are also all trained in CPR/First Aid, and participate in a Random Drug Testing Program. Hopscotch operates with a Captain (Always Brendan) and a Chef (we have three chefs that rotate: Branden, Ben, and Bri). •”Grab the helm, hoist the main!” and feel the power! We encourage our guests to get as involved in the operation of Hopscotch as they would like, or just sit back and relax, it’s up to you! • Sail the deepest, longest, and prettiest fjord in North America. •Learn the history of Skagway and the Lynn Canal (from a maritime perspective!) • Amazing scenery: including wildlife, and gigantic waterfalls. • Warm drinks, blankets, and all the necessary treats to make your Alaskan Sailing adventure cozy, safe, and wonderful no matter the weather!
Burro Creek Wilderness Lodge
Your Burro Creek adventure begins at the Skagway Small Boat Harbor, where you’ll take a scenic 10-minute boat ride across the Taiya Inlet to Burro Creek Lodge. Once there, enjoy a spread of charcuterie (for purchase), roast s’mores (included) by the campfire, and take a short walk to the waterfall. Relax on the lawn with croquet and cornhole, or simply soak in the stunning fjord and mountain views. Each departure carries up to 6 guests, and groups from different departures may overlap at the lodge, creating a friendly, social atmosphere. Your ticket includes one adult beverage (beer or wine), with additional drinks available for purchase. This 2.5-hour tour begins and ends at the Small Boat Harbor—the perfect blend of Alaskan wilderness, good food, and laid-back fun. Itinerary: ✅ Semi-Private group experience – up to 6 guests per departure ✅ 10-minute scenic boat ride across the Taiya Inlet ✅ Campfire s’mores under the Alaskan sky ✅ Mini hike to a hidden waterfall just steps from the lodge ✅ Lawn games like croquet and cornhole with a view ✅ Charcuterie spread (for purchase)– perfect for sharing ✅ Wine & beer available for purchase Highlights: Step off the beaten path and into a one-of-a-kind Alaskan experience at Burro Creek Lodge. Your adventure begins at the Skagway Small Boat Harbor, where you’ll board our boat for a quick and scenic 10-minute ride across the Taiya Inlet. As the bustle of town slips away, you’ll arrive at a secluded lodge surrounded by towering mountains, lush forest, and the sparkling waters of the fjord. Once ashore, you’ll be welcomed with a complimentary drink, and the chance to unwind in the lodge’s beautiful setting. Enjoy a short walk to the waterfall, challenge your friends to a game of croquet or cornhole, or simply relax on the lawn and take in the views. As the campfire crackles, gather with your group to make s’mores and enjoy the cozy atmosphere that makes Burro Creek so unforgettable. Each ticket includes one adult beverage (beer or wine), with additional drinks available for purchase. Whether you’re toasting with a glass of wine, sharing laughs by the fire, or soaking in the natural beauty, this is a chance to experience the best of Alaska at a slower, more intimate pace. With departures carrying up to six guests, Burro Creek offers a friendly, small-group atmosphere. Groups from different departures may overlap at the lodge, making for a relaxed and social vibe while still keeping the experience personal. This 2.5-hour tour begins and ends at the Small Boat Harbor in Skagway—perfect for couples, families, or friends looking to add a touch of magic and relaxation to their Alaskan journey.
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