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Beautiful Together

- Oct 28, 2021

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Our Entertainment

From fresh new talent like LP and Be Steadwell to renowned singers like Bonnie Raitt, Patti LaBelle, Sarah McLachlan, Heart, to inspirational iconic speakers like Billie Jean King, Dolores Huerta, Dr. Maya Angelou, Ariana Huffington, Suze Orman and so many others, Olivia provides an unprecedented variety of extraordinary talent!



At Olivia, we bring together the best live entertainment on our trips and now we are bringing concerts right to the comfort of your home. Tune into our weekly At Home with Olivia (AHWO) performances featuring amazing lesbian and LGBTQ+ friendly musicians, comedians and talented artists.


Olivia Records:
Lifetime Achievement Award

Olivia Records Label founder Judy Dlugacz and original Olivia Recording Artist Cris Williamson were honored with the Americana Music Association's 2018 Lifetime Achievement Award for their pioneering work with Olivia Records and the strides they have made in women’s and LGBTQ+ music.

Our Entertainers, Speakers and Special Guests

Interested in performing on an Olivia vacation?

Find out more

Displaying Partners entertainers.