Whimsical Gifts

So your gift recipient may never buy this themselves, but that’s the point of gifting...right?

This content features paid advertising.

Here are a few gifts that will bring delight upon opening and are certain to make for future playful thoughts, feelings, and experiences.


Give the gift of an unforgettable experience!

Tandem Skydive Gift Certificate, $229

Skydive Oregon

Give the gift of an unforgettable experience! A Tandem Skydive from 14,500 ft at Skydive Oregon in Molalla is the ultimate thrill. Freefall at 120 mph, take in spectacular views and experience an adrenaline rush like no other with expert instructors guiding every step. Perfect for adventure seekers!

skydiveoregon.com | 12150 S HWY 211 Molalla, OR


Experience internal stimulation like you’ve never felt before with the Gii G-spot vibrator.

Gii G-Spot Vibe, $99

She Bop

Experience internal stimulation like you’ve never felt before with the Gii G-spot vibrator. The Gii is curved for maximum pleasure, making it a gift that’s sure to satisfy. Enjoy deep, rumbly vibrations finished in silky smooth body-safe silicone. This toy is a must-have for those on the naughty list.

sheboptheshop.com | 909 N Beech St / 3213 SE Division St


The Champagne Ball is Portland’s most popular New Year’s Eve Party!

32nd Annual Champagne Ball Tickets, $125+

Ticket Tomato

The Champagne Ball – Portland’s most popular New Year’s Eve Party – is at the Hyatt Regency Portland! This 5-star NYE celebration is in a 5-star hotel and features Portland’s top entertainment, multiple bars, fantastic food, amazing party vibes, fabulous party favors, and a massive video countdown at midnight.

champagneball.com | 375 NE Holladay St


Hori Hori knives are one of the most versatile gardening tools available.

Hori Hori Knife, $34.99

Portland Nursery

Hori Hori knives are one of the most versatile gardening tools available. Transplanting bulbs? It’s got you covered. Pulling weeds? Not a problem. Cutting or sawing? The hori hori can help! When your gift recipient holds one of these in their hand, they’ll feel like they’re ready for anything—and the best part is, they actually are! The Hori Hori Knife is only available in-store.

portlandnursery.com | 5050 SE Stark St & 9000 SE Division St


Experience drag-ballet, flamenco with live music, modern dance, or breaking with White Bird's flights.

White Bird Dance Flight, $99

White Bird

For just $99 per flight, choose 3 performances from the 6 remaining world-class dance companies in our season to create a subscription uniquely tailored to your tastes—experience drag-ballet, flamenco with live music, modern dance, or breaking! A savings of up to 40%! Give the gift of dance or treat yourself.

WhiteBird.org | (503) 245-1600 | 900 SW Fifth, Suite 100


Give the gift of jazz this holiday season with a PDX Jazz Soloist Membership!

Complimentary 1-Year “Soloist” Level Membership, $100

PDX Jazz

Give the gift of jazz this holiday season with a PDX Jazz Soloist Membership! Enjoy exclusive perks like early ticket access, discounted festival and show prices, reserved seating at select concerts, members-only online content, special partner offers, personalized concierge service, and recognition in the annual Portland Jazz Festival program.

pdxjazz.org


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Delight your loved ones with the gift of a brunch, lunch, or dinner cruises that will create lasting memories.


Give the Gift of a Cruise!, $50+

Portland Spirit Cruises & Events

Delight your loved ones with the gift of lasting memories on the water — Portland Spirit offers brunch, lunch, and dinner cruises year-round, plus summertime happy hour cruises and jetboat excursions to the Columbia River Gorge. Gift cards are available in any denomination and are delivered instantly via email.

portlandspirit.com | 110 SE Caruthers St


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Portland Art Museum Gift Memberships Connect foster reflection and inspiration, while supporting the arts in the community. (Nina Johnson)

Portland Art Museum Gift Memberships, $80+

Portland Art Museum

Connect, reflect, and be inspired while supporting the arts in the community! Membership includes FREE Museum admission and access to all things Museum and PAM CUT: exhibitions, member events, programs, lectures, artist talks, camps, classes, films, happenings at the Tomorrow Theater, and more! Plus, you can get $10 off a membership with code GIFT24M.

portlandartmuseum.org | 1219 SW Park Ave


Portland Artist Phyllis Yes has turned her collection of photographs and paintings into 12 Months of men doing chores.

“Dusty…at Home” Calendar, $30

Artist Phyllis Yes

Get 12 Months of men doing chores! Well, not literally, but figuratively. Portland Artist Phyllis Yes has turned her collection of photographs and paintings into a 2025 calendar. It’s the perfect, semi-serious, semi-silly gift for the hard-to-please people in your life. Purchase your calendar via Venmo @phyllisyes, please provide your name, address and specify “paintings” or “photos” in the memo.

About Phyllis Yes


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Boo is a wider-than-usual chubby dildo, without the the typical length of larger dildos.

Boo Dildo, $39

She Bop

Tis the season to prioritize pleasure! This chubby dildo named Boo is a wider-than-usual delight without the typical length of larger dildos. This festive treat is crafted from ultra soft medical-grade silicone and features a unique splash pattern. For an extra touch of holiday cheer, a surprise goodie is included.

sheboptheshop.com | 909 N Beech St / 3213 SE Division St


Hori Hori knives are one of the most versatile gardening tools available.

Hori Hori Knife, $34.99

Portland Nursery

Hori Hori knives are one of the most versatile gardening tools available. Transplanting bulbs? It’s got you covered. Pulling weeds? Not a problem. Cutting or sawing? The hori hori can help! When your gift recipient holds one of these in their hand, they’ll feel like they’re ready for anything—and the best part is, they actually are! The Hori Hori Knife is only available in-store.

portlandnursery.com | 5050 SE Stark St & 9000 SE Division St


The Champagne Ball is Portland’s most popular New Year’s Eve Party!

32nd Annual Champagne Ball Tickets, $125+

Ticket Tomato

The Champagne Ball – Portland’s most popular New Year’s Eve Party – is at the Hyatt Regency Portland! This 5-star NYE celebration is in a 5-star hotel and features Portland’s top entertainment, multiple bars, fantastic food, amazing party vibes, fabulous party favors, and a massive video countdown at midnight.

champagneball.com | 375 NE Holladay St


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Buy a personalized brick in Pioneer Courthouse Square for that special someone in your life this holiday season.

Give a Brick Today!, $150

Pioneer Courthouse Square

This holiday season join the over 85,000 Portlanders who own a piece of the city’s living room. Buy a personalized brick in Pioneer Courthouse Square for that special someone in your life. Gift wrapping available!

thesquarepdx.org | 715 SW Morrison St Ste 702

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