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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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40 results | All San Diego Tours

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San Diego Harbor Speed Boat Adventure

San Diego Harbor Speed Boat Adventure

star-5
451
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
$79.90
From
$79.90

San Diego Premier Dinner Cruise

San Diego Premier Dinner Cruise

star-4
150
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
$117.18
From
$117.18

San Diego Whale Watching Cruise
Likely to Sell OutLikely to Sell Out

San Diego Whale Watching Cruise

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715
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 30 minutes
  • Free Cancellation
From
$85.00
From
$85.00

Small-Group San Diego Sunset Sailing Excursion
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Small-Group San Diego Sunset Sailing Excursion

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244
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
$107.67
From
$107.67

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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102
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure you'll see many types of sea life as well as learn a little about the many features of San Diego that truly make it "America's Finest City".
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  • 2 to 3 hours
  • Free Cancellation
From
$119.00
From
$119.00

The San Diego Highlights Tour

The San Diego Highlights Tour

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38
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

Small-Group San Diego Afternoon Sailing Excursion
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Small-Group San Diego Afternoon Sailing Excursion

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242
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
$107.67
From
$107.67

Crossing Borders: Tijuana Day Trip from San Diego

Crossing Borders: Tijuana Day Trip from San Diego

star-4.5
161
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
$71.07
From
$71.07

San Diego Gaslamp Segway Tour

San Diego Gaslamp Segway Tour

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87
Explore San Diego by Segway on this comprehensive tour. Led by a local guide, learn about the city’s major landmarks and history while passing top attractions like Balboa Park, the USS 'San Diego' Memorial, Petco Park and the historic Gaslamp Quarter. Snacks and beverages are included along the way, as well as a brief safety session to ensure that you feel completely comfortable hitting the streets on your Segway.
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  • 2 hours
  • Free Cancellation
From
$159.00
From
$159.00

America's Cup Sailing in San Diego
Likely to Sell OutLikely to Sell Out

America's Cup Sailing in San Diego

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80
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

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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62
On this small, exclusive experience (6 riders max), guests will enjoy a super-fun musical electric bicycle tour on Coronado's most beautiful coastal bike paths, scenic photo hotspots, and areas of historical interest. Inspired by the woody wagons of California‚Äôs surf culture, Fat Woody Beach Cruisers are artisan handcrafted e-bikes. If you‚Äôre looking for a truly unique & memorable southern California experience, take a ride on one of these incredibly unique beach cruisers! Guests must have ‚Äėexpert proficiency‚Äô riding skills and be 21+ years old, 16+ when accompanied by parent. Riders MUST be able to put both feet on the ground, a 29‚ÄĚ+ inseam measured floor to crotch. Because these e-bikes weigh 90+lbs, shorter legs require riders to lean the bike to one side with all the weight on one leg, resulting in potential falls, injury and equipment damage. No exceptions to this requirement.
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  • 2 hours
  • Free Cancellation
From
$135.00
From
$135.00

San Diego Early Bird Segway Tour

San Diego Early Bird Segway Tour

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47
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
$69.00
From
$69.00

Behind-the-Scenes at Petco Park Tour

Behind-the-Scenes at Petco Park Tour

star-4.5
47
Explore America's #1 Ballpark on one of our daily guided tours. Experience the ballpark as only players and staff do. Led by a tour guide, this historical, behind-the-scenes tour allows guests to experience the ballpark while learning about the history of Petco Park and the San Diego Padres. Visit: Visitor's Clubhouse Major League Dugout Press Box Private Luxury Suite Coronado Club Gallagher Chairman's Club Home Plate Club Historic Western Metal Supply Co. Building Gallagher Square The Breitbard Hall of Fame Padres Hall of Fame presented by Sony *All tour stops are subject to change depending upon Petco Park schedule and area availability.
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  • 1 hour 20 minutes
  • Free Cancellation
From
$25.00
From
$25.00

Full-Day Wine and Tastings Tour in Valle De Guadalupe

Full-Day Wine and Tastings Tour in Valle De Guadalupe

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45
Forbes, Conde Nast Traveler and The LA Times agree: Valle de Guadelupe is "The Napa Valley of Mexico." One of the continent's oldest wine-producing regions, "La Ruta del Vino" (Road of Wine) boasts lush landscapes, a distinct oenophile culture, and a famed-yet-laid-back culinary journey that will feed your wanderlust. This tour experience offers meals (including appetizers), transportation and wine tastings at boutique wineries in Valle De Guadalupe wine country. Just steps from the San Diego border, our expert guides will whisk you through immigration and aboard an air-conditioned bus. Sip on ice-cold cerveza's while you take in the views -- 90 miles of rugged mountains, cascading coastline and sapphire seas. We promise that this Baja Wine experience will have you buzzing for weeks to come.
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  • 10 hours
  • Free Cancellation
From
$202.80
From
$202.80

San Diego Tour

San Diego Tour

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39
With year-round perfect weather, beautiful beaches, vibrant nightlife, and top-notch cultural attractions, San Diego embodies the best of Southern California. Discover its many delights on a morning tour that takes you through this city's most charming areas, from the leafy promenades and fountains of Balboa Park to the legendary Hotel del Coronado and historic urban streets of the Gaslamp Quarter. Skip the stress of driving and let a local guide show you around town, making several stops to soak up the sunny ambiance and do some California dreamin’ of your own.
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  • 3 hours
  • Free Cancellation
From
$159.00
From
$159.00

Coronado Island Segway Tour

Coronado Island Segway Tour

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36
Traveling by Segway is not only fun and different, but allows you to cover a lot of ground in a short amount of time. On this guided and narrated morning or afternoon tour, explore downtown San Diego and admire gorgeous views of San Diego Bay from the Embarcadero. Take a ferry ride to Coronado Island to check out still more sights, including pretty Coronado Beach and the historic Hotel del Coronado.
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  • 3 hours
  • Free Cancellation
From
$179.00
From
$179.00

Flight Experience in San Diego

Flight Experience in San Diego

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28
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
$399.00
From
$399.00

Shared 6 Hours Tijuana Taco and Craft Beer Tour

Shared 6 Hours Tijuana Taco and Craft Beer Tour

star-4.5
27
Explore the connection between San Diego, California and Tijuana, Mexico on an afternoon craft beer tour. Your guide eliminates the stress of navigating through each city on your own: Head straight to popular watering holes and hidden gems for complimentary beer tastings. A small group size ensures a tailored experience and the full attention of your guide.
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  • 6 hours
  • Free Cancellation
From
$124.20
From
$124.20

Dolphin & Whale Watching Sunset Cruise

Dolphin & Whale Watching Sunset Cruise

star-4
17
Our Sunset Cruise departs from Mission Bay in beautiful San Diego, CA. Our friendly and experienced crew provides you with sightings of beautiful whales & dolphins, and an educational experience where you can learn about these animals that visit the ocean near San Diego harbor. This is topped off with our beautiful San Diego sunset.
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  • 2 to 30 minutes
  • Free Cancellation
From
$51.21
From
$51.21

The Private Balboa Park Tour

The Private Balboa Park Tour

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16
Ride in a luxury vehicle to Balboa Park for a private tour of this National Historic Landmark District of San Diego. Explore the 1,200-acre (485-hectare) cultural icon with your own personal guide and customize your 2-hour itinerary with your choice of sights, including complimentary admission to the Spanish Village Art Center; Botanical Garden, Rose Garden and Cactus Garden; and Timken Art Museum. Pass by numerous museums and hear informative commentary about the park’s history and architecture. Bottled water and snacks are provided.
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  • 2 hours
  • Free Cancellation
From
$199.00
From
$199.00

Private Sailing Charter on San Diego Bay

Private Sailing Charter on San Diego Bay

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14
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
$480.00
per group
From
$480.00
per group

Ultimate Private San Diego Sightseeing Tour

Ultimate Private San Diego Sightseeing Tour

star-5
10
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
$269.00
From
$269.00

San Diego Gaslamp Harbor Segway Tour
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San Diego Gaslamp Harbor Segway Tour

star-5
6
See San Diego the way you can only see it on two wheels. This private Segway tour takes you through one of San Diego’s most beloved neighborhoods. Start out in the Gaslamp Quarter, with tales of the area’s sordid history. The tour passes Petco Park and the San Diego Convention Center. From there head down the Embarcadero to see sights like the Coronado Bridge, Seaport Village, and the USS Midway.
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  • 2 hours
  • Free Cancellation
From
$62.67
From
$62.67

Private San Diego Segway Fanatic Tour
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Private San Diego Segway Fanatic Tour

star-5
5
Explore San Diego on a private Segway tour, providing the ability to cover more ground than a walking tour but still enjoy the fresh Southern California air. With a knowledgeable guide, cruise along the San Diego Embarcadero, and see interesting sights along the waterfront. Check out areas like Little Italy and Balboa Park, and glide through the popular Gaslamp Quarter.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$80.00
From
$80.00

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