San Diego Holidays

Luxury Holidays in San Diego

Whilst giving off an air of relaxed barefoot charm, San Diego is also a sophisticated hub for business and leisure. Check yourself in at one of the city’s most exclusive resorts and peruse a bevy of luxury experiences. Indulge in some retail therapy at the upscale boutiques in La Jolla. Hire a Duffy boat to sail across San Diego Bay. Watch the sun setting over the water from Coasterra restaurant whilst enjoying an extraordinary meal. In terms of comfort, refinement and, moreover, unforgettable moments, San Diego is your oyster.

5 Reasons to Visit San Diego

Around The World – Get a sense of San Diego’s Mexican heritage at the Old Town, with its authentic eateries serving mouth-watering burritos, and an array of historical buildings, museums and shops. Also be sure to take advantage of the number of annual events representing the diversity in San Diego, including the Asian Film Festival and Precious Festa – the largest Italian festival in Western USA, in gastronomic hotspot, Little Italy.

Active Adventures – Those who enjoy picking up the pace in the great outdoors will fall head over heels for San Diego and its epic surroundings. Brilliant beaches are a surf and sail paradise, whilst land lovers should head to Torrey Pines Natural Reserve, Cowles Mountain, or Sunset Cliffs Natural Park for some unbelievable hiking trails. San Diego is a fantastic golfing destination with over 90 courses, meanwhile cyclists will have plenty of ground to cover around San Diego Bay.

Family Friendly – San Diego has theme parks and family-friendly activities galore. Beyond the entertainment giants that are Legoland, SeaWorld, USS Midway, and The Zoo, there are also some fantastic lesser-known attractions to frequent. Visit Belmont Park to experience a historic wooden rollercoaster, go to the Children’s Pool at La Jolla for child-proof wildlife watching, watch a San Diego Padres Baseball Game, or even take a group surfing lesson.

Bottoms up – San Diego hosts over 150 local breweries and 115 dynamic wineries, as well as being a gateway for some of the finest vineyards in both California and Mexico. Coupled with an amazing beer and wine industry, San Diego also offers a buzzing nightlife. Start your night at a world-class tap room and end in Downtown’s lively Gaslamp Quarter, where 16 city blocks await, packed with rooftop bars, jazz bars, and VIP nightclubs.

Beachcombing – From snorkelling and swimming to beach volleyball and simply soaking up the radiant sunshine, San Diego’s varied and vibrant coastline is undeniably attractive. A staggering number of beaches invite all kinds of aquatic exploration, whilst we can’t forget perhaps the largest waterpark of its kind in the world: Mission Bay Park. Comprised of 4,200 stunning acres and 27 miles of golden beaches, Mission Bay is a beach lover’s dream.

Things to do on holiday in San Diego

Spice Things Up – Being so close physically to Mexico, San Diego is the prime destination in America for discovering the joys of Latino cuisine. Hunt for the perfect fish taco, the most piquant jalapeno margaritas, or the birthplace of the carne asada burrito. We recommend grabbing a table at Puesto in Seaport Village, where the atmosphere and décor are superseded only by the punchiness of their flavours.

Art in the Park – A trip to Balboa Park is a definite highlight, from lavish gardens and magnificent backdrops to performing arts, museums, restaurants and a wealth of attractions, including the San Diego Zoo. El Prado oozes character, awash with tropical vegetation, swaying palm trees, and Spanish colonial buildings, it’s the perfect place for a picnic or a romantic evening stroll.

Get Wild – If animals are your thing then a trip to the San Diego Zoo, San Diego Zoo Safari Park or SeaWorld should be top of your list. Get up close and personal with whales, polar bears, sharks and penguins at SeaWorld before seeing the giant panda family, elephants and monkeys at San Diego Zoo, all surrounded by exotic plants and landscapes.

Escape the City – Take a quick trip across San Diego Bay to Coronado Island, where you’ll find a stunning beach and the legendary Hotel Del Coronado, which serves a legendary Sunday brunch. Travel up into the mountains and you’ll encounter the historic mining town of Julian, where you can try some of the best apple pie in America. Julian is also home to a range of old western-style streets as well as antique shops.

San Diego Weather

The weather in San Diego is phenomenal, characterised by warm dry summers, mild winters and low rainfall. With on average 201 days a year with temperatures 21°C and above, it’s the perfect holiday hotspot in terms of climate.

San Diego Facts

• State - California
• Area - 372.4 sq. miles
• Population - 1,301,607

Twin Centre & Multi Centre

America’s golden west coast is a treasure trove of beautiful beaches and the laid-back lifestyle that they inspire. San Diego is ideally positioned to the south of both LA and San Francisco, meaning a multi-centre trip visiting them both doesn’t have to involve going back on yourself. LA is perfect for a dual-centre excursion, being only a short flight or around 2 – 3 hours’ drive away.

San Diego Holidays 2026 / 2027

Please avoid disappointment and book early for your 2026 / 2027 holidays in the USA. With Kenwood Travel you’ll find bespoke luxury holidays at fantastic value. Explore your options for an exclusive escape to San Diego with one of our travel experts. With over 45 years’ worth of experience, we are well-equipped to help you find the holiday of a lifetime.