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Maui and San Francisco by Air

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6 Nights from $1,267*
* Sample price: priced within the past 7 days for a 5/1/2026 arrival, departing Boston BOS (MA), US. Choose departure city, cabin and dates.

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Add Outbound & Return Flights

This 6 night sample itinerary includes:

  • Flight into Maui and out of San Francisco
  • Hotel for 3 nights in Maui
  • Flight from Maui to San Francisco
  • Hotel for 3 nights in San Francisco

Enjoy the best of Maui and California!. Discover Start your trip in the fascinating island of Maui (the island beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales (during winter months, farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala . After that, fly to San Francisco, known as the "The City by the Bay", home to world-famous attractions such as Alcatraz Island and the Golden Gate Bridge (San Francisco's iconic landmark and one of the most photographed bridge in the world).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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Hawaii

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