Top Dana Point Holidays

Set sail on a 90-minute evening cruise aboard the luxurious 63-foot Ocean Adventure catamaran in Dana Point Harbor. This unique wine cruise, limited to a select number of guests, features tastings of four exceptional wines from The Organic Cellar, complemented by a platter of cheese, crackers, dried fruits, and nuts. Whether it's a warm summer night or a beautifully lit winter evening, enjoy breathtaking 360-degree views and the soothing ocean breeze while a knowledgeable wine host guides you through the tasting experience. Perfect for wine lovers and those looking to unwind, this popular harbor cruise operates every Friday and Sunday night. - 90-minute cruise featuring four wine tastings from The Organic Cellar - Limited capacity for an intimate wine tasting experience - Enjoy a selection of cheese, crackers, dried fruits, and nuts - Cash bar available for additional beverage purchases

Get the chance to seek out whales in the wild on this tour from Dana Point. Enjoy live narration from your experienced captain as you watch for whales, sea lions, and dolphins, and learn about the stunning diversity of marine life that flocks to the California coast. Listen to the distinctive calls of seabirds from a seat on deck, or relax by a window in the fully-enclosed cabin.

Sip, Savor, and Explore Temecula Wine Country Your tiered pricing means the larger your group, the lower the per-person rate—ideal for couples, friends, or private groups of up to 14 guests. Depart from San Juan Capistrano for a full-day private wine tour through Temecula Valley. We’ll pick you up from your hotel, rental, or the Verdugo Street meeting point—no driving or parking stress required. Begin with free time in Old Town Temecula to grab coffee, shop, or explore the farmers market (Saturdays). Then enjoy tastings and a guided production tour at Somerset Vineyard & Winery, followed by Oak Mountain Winery with tastings, charcuterie boards, and a wine cave tour. Lunch is at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat). Meals and tastings not included. End with a final tasting at Callaway Winery, known for panoramic views.

Sip, Savor, and Explore Temecula Wine Country Your tiered pricing makes it easy to save—the larger your group, the lower the per-person rate. Perfect for couples, friends, or private groups of up to 14 guests. Departing from Dana Point, enjoy a seamless full-day private wine tour through Temecula Valley. Start at Somerset Vineyard & Winery with tastings and a guided production tour, then head to Oak Mountain Winery for tastings, charcuterie boards, and a tour through their underground wine cave. Lunch follows at Cougar Winery (Mon–Fri) or Bel Vino Winery (Sat), each offering scenic vineyard settings. Meals and tastings not included. End the day at Callaway Winery with a final tasting and panoramic views. We offer pickup from your Dana Point hotel or rental, or you can meet us at Salt Creek Beach for a stress-free start.

Bring your friends and enjoy an evening sampling a variety of award-winning craft beers made by local Orange County breweries without having to drive! Beer flights are included at each stop so you can enjoy the variety of brews that each has to offer. Hotel pick-up can be arranged from the Orange County area.