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The evening sun illuminating the impressive downtown skyline of San Diego, California, USA, overlooked by the bustling harbour across the tranquil water

San Diego Holidays


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San Diego holidays offer something for everyone: distinct quirky neighbourhoods, miles and miles of spectacular coastline, pristine beaches and year round sunshine.

Pay a visit to La Jolla, ‘the jewel’ of San Diego, and its dramatic coastline, boutique shops and outdoor activities. Try authentic Mexican food in Old Town, revel in the vibrant Gaslamp Quarter or relax on the white sands of Coronado Island and Mission Beach.

Trailfinders offers a range of San Diego holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore San Diego as part of a longer fly drive holiday, a sociable guided group tour or create amazing memories on a family holiday – they are the perfect people to ask.
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OUR HOLIDAYS TO SAN DIEGO

Nobody offers more ways to explore San Diego than Trailfinders.

Here's a snapshot of some of our most popular San Diego holidays. If you don’t see what you’re looking for, click on the link below them to see our complete range of holidays and tours in the destination.
California by Rail
California by Rail
Rail
15 days / 14 nights

You don’t need to hire a car to explore California independently! Travelling by train from San Diego to San Francisco you’ll take in stunning views of the Pacific Ocean and rolling countryside and enjoy the highlights of LA and Santa Barbara.

Guide Price: €2,779 £2,329 pp

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San Diego City Break
San Diego City Break
City Break
5 days / 4 nights

San Diego is blessed with year round sunshine, over 40 miles of pristine beaches and lots of distinct districts.

Guide Price: €729 £619 pp

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Ultimate Family Adventure - California
Ultimate Family Adventure - California
Family Holiday
17 days / 16 nights

Drive this iconic route staying in California’s most family-friendly resorts for a leisurely journey along Highway 1.

Guide Price: €3,579 £3,199 pp

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Classic California Coast
Classic California Coast
Fly Drive Holiday
16 days / 15 nights

Follow iconic Highway 1 all the way down the California coast from San Francisco to San Diego on this captivating journey along one of America’s most scenic drives.

Guide Price: €2,749 £2,299 pp

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Best of California & Las Vegas
Best of California & Las Vegas
Fly Drive Holiday
16 days / 15 nights

See all the highlights of California on this exciting journey that takes in iconic cities, charming coastal towns, spectacular scenery and magnificent national parks.

Guide Price: €2,599 £2,199 pp

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Pacific Quest - Seattle to San Diego
Pacific Quest - Seattle to San Diego
Fly Drive Holiday
22 days / 21 nights

Follow the Pacific coast from dense forests to palm fringed beaches via fishing villages, redwood groves, bustling cities and sandy coves.

Guide Price: €3,429 £2,849 pp

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View all our holidays in California

WHERE TO GO IN SAN DIEGO

Each area of San Diego boasts its own attractions and each merits a visit in its own right. From affluent La Jolla with its pretty coves and boutique shops to the lively Gaslamp Quarter with its variety of restaurants and bars waiting to be discovered. Perhaps a relaxing break on Coronado Island or Mission Beach is more your style? There are so many highlights to explore!

Take a look at the destination guide below the San Diego map for more details on each holiday destination. Alternatively, if you are looking for some inspiration, give us a call and speak to one of our expert travel consultants.
La Jolla
La Jolla
Prosperous La Jolla’s white sand shores, clear blue waters and upscale shopping and dining are a delight to discover; Soak up the sun on one of the scenic hiking trails or relax on a beautiful beach.
Coronado Island
Coronado Island
Situated just across the bay from downtown San Diego, Coronado Island offers sweeping sandy beaches, gentle surf, quaint shops and spectacular sunsets.
Mission Bay & Beaches
Mission Bay & Beaches
An aquatic playground which is a haven for beach bums and water sports enthusiasts: explore 27 miles of bike paths and meandering shoreline, hit the waterpark by kayak, paddleboard or sailboat or enjoy a picnic on the sand.
Gaslamp Quarter
Gaslamp Quarter
This historic, thriving neighbourhood blends attractive Victorian architecture with contemporary structures; discover trendy shops, restaurants and galleries and the city’s sizzling nightlife scene.
Old Town
Old Town
Dating back to the early 1800s, this neighbourhood is the site of the first Spanish settlement on the USA’s west coast; the rich heritage is now preserved in historic buildings, interspersed with colorful shops.
Balboa Park
Balboa Park
This beautiful and expansive park covers 1,200 acres of San Diego’s downtown area and hosts 15 major museums, performing arts venues, pretty landscaped gardens and the world famous San Diego Zoo.

OUR RECOMMENDED HOTELS IN SAN DIEGO

We feature a great range of accommodation in San Diego, with something to suit all budgets – from expansive luxury beachside resorts to hotels located in the heart of the city.

What you won’t find here are thousands of San Diego hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
Hotel Del Coronado
Hotel Del Coronado
5 star

San Diego

The iconic red turrets of this opulent hotel stand proudly over Coronado Island’s award-winning beach.
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Kona Kai Resort & Spa
Kona Kai Resort & Spa
4 star

San Diego

Located at the tip of Shelter Island, Kona Kai boasts an enviable waterfront location and the only privately owned beach in San Diego.
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The Westgate Hotel
The Westgate Hotel
4 star

San Diego

Ideally positioned within walking distance of San Diego’s vibrant Gaslamp District, this plush, French-inspired hotel offers a relaxing stay close to the action.
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San Diego Mission Bay Resort
San Diego Mission Bay Resort
4 star

San Diego

This resort delivers fun for all the family with a superb range of activities and amenities on offer.
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The Seabird Ocean Resort & Spa
The Seabird Ocean Resort & Spa
4 star

San Diego

With a prime setting overlooking Oceanside’s sandy beach and historic pier, this welcoming resort makes for a stylish and fun base to soak up Southern California’s laidback lifestyle.
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WHAT TO DO IN SAN DIEGO

As well as some awe-inspiring sights, San Diego is also home to unforgettable experiences. These provide a unique way to experience the areas natural splendour that sightseeing alone simply can’t replace.

One day you might be hopping around the city on an Old Town Trolley Tour and exploring San Diego’s most historic neighbourhood, and the next you might be cruising along the harbour spotting sea lions sunbathing on the rocks and the enjoying panoramic views of the city’s skyline.

Our collection of unmissable experiences will really help bring your San Diego holiday to life.
San Diego Old Town Trolley Tour
San Diego Old Town Trolley Tour
Attraction Ticket
Departs: San Diego

A great way to familiarise yourself with the sights of San Diego is on board an Old town ...

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Old Town Tales, Tacos and Tequila
Old Town Tales, Tacos and Tequila
2½ hours
Departs: San Diego

Get a taste of Mexico in San Diego’s most historical neighbourhood! Your guide will bring history ...

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San Diego Zoo
San Diego Zoo
Attraction Ticket
Departs: San Diego

Take on the challenge of seeing over 3,500 rare animals from all across the world! From penguins to ...

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