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San Francisco & Hawai'i
Escape from Alcatraz for some sightseeing, then escape to paradise for some sun seeking on this multi-centre holiday.


The City by the Bay is the classic stopover on the way to Hawai'i. This trip combines three exceptionally exciting destinations: San Francisco, with its Golden Gate and maritime traditions; O'ahu's Waikiki, with its nightlife and surf stories; and Maui, with its beach bliss and relaxation. On your way back to the UK, you’ll have a quick airport layover to break up your long-haul flight home.
Ideal for
Making the most of a layover in San Francisco
Itinerary overview
Highlights of trip
San Francisco
The Golden Gate City is also the gateway to an incredible holiday. When heading to Hawai'i, you need to stop somewhere and maximising your layover in San Francisco is a great way to get your trip started in style. Bike over the Golden Gate Bridge, take a boat trip and tour Alcatraz at night, spot the Painted Ladies, and stroll along Fisherman’s Wharf – there are so many iconic locations in San Francisco. To make sure you see the highlights, take a city tour, and you can hop on and hop off the tour bus as you please.
An ode to both the Gold Rush era and its waterfront location, The Argonaut crushes on-trend nautical elegance without sacrificing history and is our default choice for San ...
Inspired by the Italian flavours of its nearby North Beach neighbourhood, Hotel Zoe is all Tiffany blue cruiser bikes and trendy trattoria with a memorable fire pit courtya...
Crushing it in the classic hotel/trendy location stakes, The Westin St. Francis sits right on Union Square’s fashion-forward open air plaza.
If heart throbs were hotels, Fairmont San Francisco would be one of them. With regal looks, historic spirit and unrivalled Bay and city views, this is the go-to for a sophi...
O'ahu
You’ll fly another six or seven hours to reach the sandy shores of Hawai'i across the Pacific Ocean. Your first destination is O'ahu, the livelier of the Hawaiian island, where you can enjoy the energy of Waikiki Beach, relax poolside, or take a hike to Diamond Head for sensational views. Waikiki is one of the most popular destinations in Hawaii. This buzzy neighbourhood is known for its high-rise luxury hotels overlooking white-sand beaches, crystal-clear waters, and perfect waves. There are plenty of restaurants, shops, and entertainment options to keep you busy.
Beachfront setting and located just minutes away from oodles of bars and restaurants on Kalakaua Ave; you can see why Outrigger Reef is high on our hitlist.
Moana Surfrider displays a certain style on these shorelines you may not find at some of its neighbour. Think Victorian-era design combined with palm trees and hula lessons.
Find serenity at this age-old, stylish property, It’s been around for over a century for a reason.
Maui
It’s only a quick flight from O'ahu to Maui to experience a calmer side of Hawaii. Explore the island's rich history, search for diverse wildlife, and try outdoor activities like hiking and snorkelling. Maui boasts natural beauty with pristine beaches, rain forests, and volcanic mountains. Of course, it goes without saying that you’ll also find exceptionally luxurious resorts and a thriving culinary scene here. We highly recommend hiring a car to get the most out of your time in Maui.
Proudly traditional and occupying a prime spot on Kaanapali Beach, this resort is a real Hawaiian gem. Feel the breeze on your face, sink your toes in the sand but keep an ...
This large all-frills Westin is very much your typical American holiday resort with the convenience of everything onsite.
Sat on the main hotel stretch of Wailea yet without feeling chaotic, this sophisticated oasis provides a sense of privacy in a resort you want to be seen in.
This sprawling resort is perfect for those who like to be on the go.
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