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$500+
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San Diego's beach life and perennial sunshine pair nicely with the city's refined side. Whether you're planning for a special occasion or just want to see America's Finest City in style, we've curated a list of your best bets for exclusive and adventurous luxury experiences in San Diego. Here are your options.

Bay Cruises
Luxury cruises are a popular way to avoid crowds and spend a private evening on the San Diego Bay. Throw a blowout boat party, search for whales from a private yacht, or head out with a group of friends for an exclusive sail.

Air Tours
There's an adventurous streak to this laid-back city, where you can can take to the skies with an aerial tour by vintage biplane, a helicopter ride out to wine country, or an air combat flying lesson with a fighter pilot.

Food and Drink Experiences
Beer lovers can experience San Diego's craft beer culture on a custom brewery tour by limousine, while those interested in wine or Champagne can opt for a brunch cruise or private dinner with wine pairings.

Day Trips
It's hard to resist the allure of a seaside city, but San Diego is a prime base for day trips to nearby highlights. Opt for a guided private day or weekend trip to the surrounding desert or luxe locales such as Palm Springs, Baja in Mexico, and even Las Vegas.
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42 results | All San Diego Tours

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San Diego Whale Watching Cruise
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San Diego Whale Watching Cruise

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1133
Go whale watching from San Diego aboard a replica of a historic sailing schooner that won the world’s first America’s Cup sailing competition in 1851. Throughout your cruise, your expert guide shares informative commentary about gray whales, dolphins, and other marine animals, along with details about the US Navy sites you pass as you head out on the Pacific Ocean.
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  • 4 hours
  • Free Cancellation
From
$85.00
From
$85.00

Small-Group San Diego Sunset Sailing Excursion
Likely to Sell OutLikely to Sell Out

Small-Group San Diego Sunset Sailing Excursion

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305
Sail into the setting sun aboard a Catalina style sailboat during this intimate cruise with a small group. Feel like you have the ship all to yourself on this trip that’s limited to just 12 total guests, watching as the last rays of the sun drop into the glistening waves. Enjoy the included beer, soft drinks and snacks during the ride, as well as jackets and wind gear in case you get cold. You can even plug in your own music to add to the fun. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time.
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  • 3 hours
  • Free Cancellation
From
$115.00
From
$115.00

San Diego Premier Dinner Cruise

San Diego Premier Dinner Cruise

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165
On this experience, relax in style aboard a luxury dinner cruise. Enjoy panoramic views from the boat's deck and take your time over a gourmet, 3-course meal, as you cruise past twinkling city lights that ring San Diego Bay. Listen to an entertaining DJ play music and enjoy an unforgettable evening, or celebrate a birthday, anniversary or another special occasion.
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  • 2 hours 30 minutes
From
$154.71
From
$154.71

Dolphin & Whale Watching Sunset Cruise
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Dolphin & Whale Watching Sunset Cruise

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50
Enjoy a classic San Diego sunset while spotting whales and dolphins during this wildlife cruise in Mission Bay Park. Travel comfortably on a well-equipped boat with a dedicated and knowledgeable crew. Learn about San Diego's coastal marine mammals as you scan the harbor. Watch the sun set while sailing the shore.
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  • 2 to 30 minutes
  • Free Cancellation
From
$65.00
From
$65.00

San Diego Harbor Speed Boat Adventure

San Diego Harbor Speed Boat Adventure

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479
Experience the thrill of driving your own speed boat during this tour of San Diego Harbor. Learn the basics of boating from your expert guide before following your guide's boat around the harbor, cruising past highlights such as the USS Midway, a US Navy submarine, Coronado Bridge, Seaport Village, the cruise ship terminal, the historic ship Star of India and San Diego Maritime Museum. Learn from your guide about these landmarks via the onboard two-way communications system and stop for photo ops on this exciting tour.
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  • 2 hours
  • Free Cancellation
From
$94.82
From
$94.82

San Diego Zoo Safari Park 1-Day Pass Ticket

San Diego Zoo Safari Park 1-Day Pass Ticket

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252
The renowned San Diego Zoo Safari Park presents more than 3,500 animals roaming in large enclosures that replicate their natural habitat. Go on a safari adventure unlike any other outside of Africa itself, with exhibits inspired by the African Serengeti and the Asian Savanna. With mobile tickets, simply scan your phone for direct entry into the Safari Park. Ticket must be redeemed on travel date selected. Tickets must be purchased at least one day prior to visit.
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  • 2 to 8 hours
  • Free Cancellation
From
$65.00
From
$65.00

San Diego Tour: Hop-on Hop-off Trolley

San Diego Tour: Hop-on Hop-off Trolley

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1147
Explore some of the top highlights of San Diego with your or or two day trolley pass (depending on option selected) for the city’s Hop-on, Hop-off Trolley Tour. Choose your own adventure as you get on and off the trolley at any of the 11 included stops, covering famous sights including the Gaslamp Quarter, the San Diego Zoo, USS Midway and the Cruise Ship Terminal, Little Italy, and many more. This San Diego trolley tour also features live commentary from the on-board guide during your ride.
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  • 2 hours
  • Free Cancellation
From
$46.00
From
$46.00

San Diego Scenic Tour

San Diego Scenic Tour

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290
In just four hours, experience the scenic highlights of San Diego and its neighboring areas. Watch sea lions and pelicans on the beaches of La Jolla and capture fantastic views from the top of Mt Soledad. Soak up the Old World elegance of the mansions and Hotel Del on Coronado Island, and find peace in the urban oasis of Balboa Park. Wind through downtown and Old Town San Diego, learning about the city’s history along the way. Enjoy personalized attention on this small-group tour limited to just 14 people.
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  • 4 hours
  • Free Cancellation
From
$85.00
From
$85.00

San Diego Zoo 1-Day Pass Ticket

San Diego Zoo 1-Day Pass Ticket

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1242
Meet some of the world's most exotic animals with your admission ticket to the renowned San Diego Zoo, one of California's top family-friendly attractions. More than 4,000 animals representing 800 species live in this state-of-the-art zoo, including some that are rarely seen at other zoos. Admire the animals and go in-depth during daily keeper talks and guided bus tours. With mobile tickets, simply scan your phone for direct entry into the San Diego Zoo. Ticket must be redeemed on travel date selected. Tickets must be purchased at least one day prior to visit.
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  • 1 to 4 hours
  • Free Cancellation
From
$65.00
From
$65.00

Small-Group San Diego Afternoon Sailing Excursion
Likely to Sell OutLikely to Sell Out

Small-Group San Diego Afternoon Sailing Excursion

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299
Enjoy a sailing adventure on a Catalina-style sailboat with just six people for a comfortable, semi-private experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor during the day. Sit back and relax to enjoy the water views while enjoying complimentary beer, soft drinks and snacks.
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  • 3 hours
  • Free Cancellation
From
$115.00
From
$115.00

San Diego Sights and Sips Sunset Cruise
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San Diego Sights and Sips Sunset Cruise

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40
Spend happy hour on the water during this San Diego evening cruise. Enjoy views of the water and city skyline as you glide through San Diego Bay.
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  • 2 hours
From
$67.33
From
$67.33

Brothels, Bites and Booze: A Culinary Tour of San Diego's Questionable Past

Brothels, Bites and Booze: A Culinary Tour of San Diego's Questionable Past

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357
Explore the best eats in the Gaslamp Quarter of San Diego on a walking tour with an expert guide who shares the inside scoop on the district's hopping restaurant and bar scene. Sample delicious dishes at several eateries, sip drinks, and learn about the history of the district as you discover its latest incarnation as a top nightlife destination. Colorful stories shared by your guide make the history of San Diego come to life on this 2.5-hour tour.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$75.00
From
$75.00

Behind-the-Scenes at Petco Park Tour

Behind-the-Scenes at Petco Park Tour

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100
Petco Park is known for being the home of the baseball team the San Diego Padres and this behind-the-scenes tour gives you access to areas of the park that you wouldn't be able to get if just visiting to watch a game. See exclusive areas such as the Press Box, the Private Luxury Suite, and the Major League Dugout, and learn about past players as your walk past the Hall of Fame areas.
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  • 1 hour 20 minutes
  • Free Cancellation
From
$28.00
From
$28.00

Crossing Borders: Tijuana Day Trip from San Diego

Crossing Borders: Tijuana Day Trip from San Diego

star-4.5
243
Explore Tijuana, Mexico, without getting lost on this day trip from San Diego, a great choice for first-time visitors. Visit cultural attractions, sample authentic Mexican street food at a sidewalk taco stand, and do some shopping and sightseeing. Opt to walk or take public transportation and experience the city like a local. Your guide can suggest stops and adapt the itinerary to fit the needs of the group.
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  • 6 hours
  • Free Cancellation
From
$75.00
From
$75.00

Affordable, Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

Affordable, Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

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117
Sail out into the San Diego Bay and take in great views of the city's skyline with this small-group tour aboard a 34-foot Catalina sailboat led by a local captain. You can choose from morning, afternoon, or evening departures and you will be welcome to bring your own drinks on board.
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  • 2 hours
  • Free Cancellation
From
$119.00
From
$119.00

Private Sailing Charter on San Diego Bay
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Private Sailing Charter on San Diego Bay

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22
Sail the lovely waters off San Diego on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing the sights like the Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$499.00
per group
From
$499.00
per group

San Diego City Tour

San Diego City Tour

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174
Discover the sun-drenched attractions of San Diego on this 4-hour city tour covering the city’s top neighborhoods, historic sites and parks. Over the course of your trip, you’ll check out the museums of Balboa Park, admire the historic architecture of the Gaslamp Quarter and Old Town and explore the mansions and beautiful coast in La Jolla, plus much more. It’s a great chance to pack in lots of landmarks in a short period of time. This San Diego sightseeing tour also includes round-trip hotel transport, a guide and optional upgrades to include visits to the USS Midway and Seaport Village.
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  • 4 hours
  • Free Cancellation
From
$75.00
From
$75.00

Flight Experience in San Diego
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Flight Experience in San Diego

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31
Find out what it’s like to be a fighter pilot during a high-intensity flight over San Diego. Learn basic flight maneuvering skills as you speed, twist, and turn through the sky, and enjoy aerial views of the mountains, desert, and San Diego skyline. Upgrade to include dynamic low level flying, aerobatic maneuvers, and more time in the sky; or suit up and learn to fly the plane yourself.
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  • 30 minutes
  • Free Cancellation
From
$449.00
Price varies by group size
From
$449.00
Price varies by group size

San Diego Early Bird Segway Tour

San Diego Early Bird Segway Tour

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53
Explore San Diego's historic downtown and waterfront in a fun, eco-friendly way on a morning Segway tour. Beat the crowds and avoid the hassle of driving as you roll through the charming Gaslamp Quarter and along the harbor on a self-balancing electric scooter. The tour includes a 30 minutes of training and practice so you can confidently scoot around one of America's most livable cities while a guide shares interesting anecdotes and history along the way.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$89.00
From
$89.00

America's Cup Sailing in San Diego
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America's Cup Sailing in San Diego

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90
Cruise around San Diego bay aboard an authentic 1992 America’s Cup racing yacht and travel at twice the speed of the average sailboat. The Stars and Stripes USA-11 is one of the fastest and best known America’s Cup racing yachts. It was designed and built to be raced in San Diego, and has been restored to pristine condition. Take a turn at the helm and join in grinding the winches to raise and trim the sails.
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  • 3 hours
  • Free Cancellation
From
$125.00
From
$125.00

Ultimate Private San Diego Sightseeing Tour

Ultimate Private San Diego Sightseeing Tour

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13
Take the guesswork out of your sightseeing in San Diego and book a half-day private tour with an ultimate itinerary. Leave the driving to a personal guide who accompanies you by luxury car or SUV to the city’s major attractions. Stroll the landscaped gardens of Balboa Park, explore the historic Gaslamp Quarter, drive across the bridge to visit Coronado Island or discover the cliffside enclave of La Jolla. On this tour, set your own pace at the sights that interest you most!
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  • 4 hours
  • Free Cancellation
From
$299.00
From
$299.00

Fat Woody Beach Cruiser Experience - Coronado’s Musical Electric Bicycle Tour

Fat Woody Beach Cruiser Experience - Coronado’s Musical Electric Bicycle Tour

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81
This experience exploring Coronado is unlike any other, on a fat tired Woody beach cruiser with a musical accompaniment as you explore. Your guide will show you all around the island, stopping at the Glorietta Bay Promenade, Coronado Beach, The Coronado Ferry Landing. Your guide will take photos for you if you like.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$159.00
From
$159.00

Premium Valle de Guadalupe Wine and Food Tour

Premium Valle de Guadalupe Wine and Food Tour

star-5
66
Come check out what the hype is all about, traveling like a local guided through Mexico's wine country - Valle de Guadalupe! Everything about this adventure will have your Insta and Facebook feed buzzing!! At a glance: You will visit three renowned boutique wine makers in the heart of the Valle where you will enjoy tastings of delicious reds, whites and rosé. Did we mention the food!? The tour kicks of with some delicious tacos at a local taco shop in Rosarito as you travel down the Baja coast in a private van loaded with cold beers and water. Experience tours of the wine making process to delicious farm-to-table dishes at one of the finest restaurants in the Valle. Tour starts at 8:30 am and back to the border around 8:00 pm. Times are approximations, wineries and restaurant subject to change based on availability and weather conditions. Minimum of eight passengers needed to run the tour. This is a public tour.
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  • 10 to 12 hours
  • Free Cancellation
From
$269.00
From
$269.00

The San Diego Highlights Tour

The San Diego Highlights Tour

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45
Experience San Diego’s scenic highlights and historic landmarks on a full-day tour of the 'America's finest city'. Listen to the legends behind San Diego's most important sites as you skirt the bay to Coronado Island, explore the Embarcadero then follow lush roads into Balboa Park’s elegant gardens and museums. Pause to find lunch in a Gaslamp Quarter restaurant, take in La Jolla’s world-class shopping district and sweeping coastline and finish your day in the heart of downtown San Diego.
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  • 7 hours
  • Free Cancellation
From
$211.00
Price varies by group size
From
$211.00
Price varies by group size

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