More info on your Hawaii, Chicago and San Francisco Holiday

Hawaii, Chicago & San Francisco Holiday

This exciting itinerary blends the vibrant culture of Chicago, the laid-back paradise of Hawaii and the charm of San Francisco. A holiday designed to give you the best of city life, iconic landmarks and tropical island escapes, all in one unforgettable journey.

Chicago – 3 Nights

Begin your adventure in the Windy City with 3 nights at The Conrad, by Hilton Chicago, perfectly located within sight of the Magnificent Mile. Known for its world-class shopping, restaurants and architectural landmarks, Chicago is a city that surprises at every turn.

• Enjoy breathtaking views from the Willis Tower Skydeck on the 104th floor
• Stroll along the Magnificent Mile for shopping and dining
• Discover Millennium Park and take a photo with the famous “Bean” sculpture

Whether you love architecture, music, or culture, Chicago provides an unforgettable start to your holiday.

Oahu, Hawaii – 7 Nights

Fly onwards to Oahu and spend 7 nights at the stunning Turtle Bay Resort on the island’s beautiful North Shore. With a fully insured car included, you can explore at your own pace – from hidden coves and lush hiking trails to the vibrant energy of Waikiki Beach.

• Stay at a resort set along 7 miles of beaches – perfect for surfing or relaxing
• Spot green sea turtles in the calm waters of Turtle Bay
• Take a helicopter tour for incredible views of the island

The North Shore is known as the surfing capital of the world, offering a mix of adventure, natural beauty and true Hawaiian hospitality.

San Francisco – 3 Nights

End your journey with 3 nights at the Hyatt Centric Fisherman’s Wharf. With a prime location, you’re close to the city’s most famous attractions, stunning waterfront views and world-class dining.

• Walk across the iconic Golden Gate Bridge
• Visit the historic Alcatraz Island prison
• Enjoy the lively atmosphere of Fisherman’s Wharf

San Francisco offers the perfect blend of charm, culture and scenic beauty to complete your multi-centre holiday.

Why Book With Us

• Tailored multi-centre itineraries crafted by Hawaii specialists
• Hand-picked hotels in prime city and beach locations
• Expert guidance on tours and experiences
• ABTA & ATOL protection for peace of mind

Get in touch with our team today to begin planning your Hawaii, Chicago and San Francisco holiday.

All offers and prices are subject to availability at the time of booking and our terms and conditions. Selected travel dates apply. Offers are based on maximum occupancy for accommodation and based on a per person price unless stated otherwise. Resort fees/entrance fees are not included.