Day Trips
Our Day Trips
Discover the San Juan Islands with Cup Dynasty's Day Trips, tailored to your interests. Experience the thrill of spotting orcas and the calm of quiet coves under the sun. Our day trips are more than just a cruise; they're customized adventures designed to showcase the best of the islands’ natural beauty and hidden spots. Step aboard our luxury catamaran and let us guide you through an unforgettable experience.
Why Choose Cup Dynasty for Your Day Trips?
Personalized Experience
Every journey with us is a unique storyboard. Tell us your desires—from whale watching to exploring historical island sites—and we'll tailor the day to fit your vision. Whether it’s an exhilarating fast cruise or a leisurely lunch and swim at Rosario Resort, your day is truly yours to design.
Luxury at Sea
Our catamaran is not just a mode of transportation but a destination in itself. Designed exclusively by the America's Cup Management Company as a VIP Chase Boat, it is fast, modern, and luxurious. Furnished for your comfort and equipped with a spacious deck for socializing, every detail is tuned for luxury, safety, and comfort. We can get where you want to be fast and in comfort, so you can settle in and enjoy the islands' beauty without hours of running time.
Exclusive Routes
With over 30 years navigating these waters, our skipper knows hidden gems off the beaten path—perfect for those seeking privacy and tranquility. Whether it’s a secret swimming spot, hiking a hidden beach, or the peace of a quiet cove, discover the islands' best-kept secrets with Cup Dynasty.
Explore Our Day Trips
Imagine a day crafted just for you. Whether it’s the thrill of whale watching, a leisurely lunch at Roche Harbor, a charming walk through quaint Friday Harbor, inviting pool-side sandwiches at Rosario Resort, or so many other adventures, your day trip is whatever you make it. With Cup Dynasty, no two trips are the same—we tailor each outing to your desires, ensuring a day that’s uniquely yours to share with family and friends.
Choose Your Pace
Our day trips can vary in pace, offering exhilarating sprints across the water or gentle cruising with ample time to relax and socialize. Let us know your mood, and we’ll match the day’s rhythm to it.
Flexible Itineraries
our day, your adventure. From the moment you step aboard, the possibilities unfold. We’re here to build your perfect day trip itinerary, filled with moments that cater to your every whim.
Intimate Experiences
Each trip is an intimate experience, not just in the luxurious comfort of our boat but in the personal attention you receive.
Reserve Your Adventure
Ready to explore the San Juan Islands like never before? Click below to book your Day Trip adventure with Cup Dynasty. Spaces are limited to ensure a personalized and intimate experience, so reserve now for the best days of the summer!
What’s Included in Your Day Trip
No two trips are the same. Let us know what you're looking for and we'll help you achieve it.
Experience a day designed just for you. Our team works with you to craft an itinerary that fits your interests—whether that’s speeding across the waves to a secluded cove or leisurely exploring the vibrant ecosystems of the islands. Each trip is personalized, ensuring a memorable experience tailored to your preferences.
While aboard, we’re happy to plan picnics on the shore, meals on the boat, and also offer stops at many local harbors where you can indulge in your own gourmet meal. A special treat is to be dropped right at the dock of Wescott Oysters, where you can shuck and imbibe in yummy oysters, champagne, and other delights. Whether you choose the quaint eateries of San Juan Island, the charming bistros of Orcas, or the famous funky fare of Shaw Island General Store, we provide the transport and local recommendations—you choose where to dine and explore the culinary delights of the islands.
Need More Information?
If you have any questions or need further assistance planning your day trip with Cup Dynasty, please don't hesitate to contact us. Our team is eager to help you craft the perfect day out on the water.