Coastal Comforts: Seasonal Dishes & Cocktails to Savor This Winter in San Diego
San Diego is a place for foodies, and this is especially true during the winter holidays. Enjoy the very best food and drinks this season from delicious holiday-themed menus served by the most amazing local restaurants and Christmas bars in San Diego.
Conveniently located near San Diego’s best holiday events, bars, and restaurants, Humphreys Half Moon Inn invites you to stay on the waterfront this winter. Our Shelter Island location places you close to top San Diego dining destinations as they transform for the holidays with festive food and drink menus, making it easy to celebrate the season in true San Diego style.
Holidays at Humphreys Half Moon Inn
Christmas Brunch at Humphreys SoCAL Dining & Music

Join in the holiday festivities at Humphreys SoCAL Dining & Music for a unique Winter Wonderland experience! Christmas Brunch will be served Thursday, December 25th from 11am-5pm and is $95 per adult and $35 for children 10 & under.
Humphreys Seasonal Brunch Features:
- Banana Bread
- Bear Claws
- Chocolate Croissants
- Artisan Charcuterie Board
- Eggnog French Toast
- Lemongrass Seafood Cioppino
- Pear Cider Brined Tom Turkey
- Pineapple Glazed Bone-In Kruse Ham
- Poached Eggs Benedict
- Slow Roasted Black Angus Prime Rib
- Shrimp cocktail
- Pasta station
- Children’s station
- Dessert bar
…and so much more!
Humphreys Winter Wonderland Sips

Celebrate New Year’s Eve at your Shelter Island hotel and enjoy one of the best holiday-themed bars in San Diego. You’ll enjoy ringing in the New Year with a toast at this popular holiday event in San Diego.
- Autumn Pear Mule
- A festive twist on a classic mule, this cocktail blends Four Roses Bourbon with St. George Spiced Pear and ginger beer for a perfectly balanced sip with warm, seasonal notes.
- Mint Chocolate Martini
- Rich and indulgent, this holiday favorite features Grey Goose Vodka mixed with Bailey’s Chocolate Liqueur, crème de cacao, and a refreshing touch of peppermint liqueur, making it the perfect dessert cocktail.
Holiday Bars in San Diego
Snowed In at Fort Oak

Have a jolly good time at the Snowed In Christmastime cocktail bar with serious winter wonderland vibes. One of the best Christmas bars in San Diego, Snowed In offers a magical world of holiday cheer. Enjoy creative cocktails and small bar food along with Santa’s good tidings!
- Where: 1011 Fort Stockton Drive, San Diego, Mission Hills
- When: November 19 through January 3, 2026, Daily 4pm - Midnight
- Seasonal Cocktails:
- Rigwaldz (Bourbon, Chocolate, Peppermint)
- Big Nick Energy (Apple Cider with Warming Spices)
- Santa Slaps (Espresso Martini Twist with Chai and Amaretto)
- Menu: Only small bar food is available at Snowed In, however, you can enjoy the full dinner menu in the dining room, on the patio, and at the Chef’s Counter.
- Vibe: Snowed In offers a Michelin-recognized restaurant experience that is transformed into a festive, cozy winter wonderland with an Art Deco touch in San Diego.
Santa’s Cabana at Brisa

Santa’s Cabana at Brisa is officially underway, and you are invited to the party at one of the best Christmas bars in San Diego! Brisa in Little Italy has been transformed into San Diego’s ultimate Christmas Pop-Up Bar with twinkling lights, festive cocktails, and a tropical twist on Christmas cheer.
- Where: 2101 Kettner Blvd., San Diego
- When: The holiday party kicks off on November 16 and lasts throughout the season.
- Seasonal Cocktails:
- Grinch Stole My Matchatini
- The Naughty List
- Christmas in Tokyo
- Oh He’s an Angry Elf
- Merry Christmas You Filthy Martini
- Menu: A vibrant combination of Latin American and Japanese flavors offers the perfect blend of tropical elegance with coastal cool. Enjoy unexpected dishes from fresh sashimi and inventive ceviche to festive sushi rolls…and even filet mignon and tabletop s’mores for the holidays!
- Vibe: Holiday magic meets Tulum with over-the-top coastal Christmas décor with palm trees and twinkling lights!
Nolita Hall

Christmas has arrived at Nolita Hall! Located in Little Italy, this festive restaurant goes all out with their holiday décor and serves the best festive holiday cocktails to help you deck the halls the SoCAL way!
- Where: 2305 India St., San Diego, Little Italy
- When: November 20 through January 6, 2026
- Seasonal Cocktails:
- Partridge in a Pear Tree
- Dasher’s Road Soda
- Grinch Martini
- Menu: Serving the best pizza, pasta, salads, and Italian dessert specialties, Nolita Hall has something everyone will enjoy, including a variety of daily dinner specials and holiday cocktails for the season.
- Vibe: Great holiday vibes with festive décor and planned holiday events like holiday cocktails starting December 1st, Girl’s Dinner every Tuesday–Thursday, and Happy Hour weekdays from 4-6 PM.
Holiday Oasis Experience at insideOUT

Located in the heart of Hillcrest, the Holiday Oasis Experience at insideOUT offers a magic-filled wonderland decorated with lights, Christmas trees, and more! Experience delicious fare while sipping on specialty cocktails for a festive evening out in San Diego! Enjoy a breathtaking new light show, dazzling displays, and enjoy the magic of the holidays at insideOUT.
- Where: 1642 University Ave., San Diego
- When: November 7 through January 4, 2026 (Select Mondays Only)
- Seasonal Cocktails:
- Clear Winter Night
- Under the Mistletoe
- Heated Fruitcake
- Nutcracker's Relief
- Sugar Plum Spritz
- Menu: Complement your evening experience of holiday festivities with a selection of small bites available for order as well as a full bar with a variety of beverages filled with holiday cheer.
- Vibe: Magical winter wonderland with festive food and cocktails and open seating dinner from 5 to 9pm where you can relax, mingle, and enjoy the festive ambiance.
Sippin' Santa at the Grass Skirt

Christmas bars in San Diego don’t get any better than Sippin' Santa at the Grass Skirt. This island-themed Christmas bar in San Diego is a favorite pop-up in Pacific Beach, where you can enjoy tiki-inspired food and drinks as you're transported to a festive island holiday paradise.
- Where: 910 Grand Ave., San Diego
- When: November 20 through December 31, 2025
- Seasonal Cocktails:
- Coco Ho Ho Ho
- Hot Buttered Grog
- Sippin’ Santa
- Holiday on Ice
- Jingle Bird
- Menu: All of your Island faves are served at the Grass Skirt including the best bao, noodles, bowls, and burritos in San Diego. Enjoy a daily menu of holiday food specials, as well as seasonal cocktails for the occasion.
- Vibe: Christmas in the Islands is the vibe you’ll get at this tropically inspired restaurant and bar in San Diego decorated with tons of twinkling palms and tiki-inspired holiday décor.
Barbarella

This popular La Jolla restaurant is known as one of the best Christmas bars in San Diego. This one-of-a-kind culinary gem is decorated for the season and is transformed into a magical winter wonderland! And the food at Barbaraella is just as good as the holiday décor!
- Where: 2171 Avenida De La Playa, La Jolla
- When: November 20 through January 4, 2026
- Seasonal Cocktails:
- "Oh Christmas Tree" shooter
- Candy Cane Lane martini
- MELF (Hendrick’s Gin, Triple Sec, Raspberry, Lime & Matcha Coconut Cold Foam)
- Whiskey for Santa (Bourbon, Cinnamon Apple Cider, Amaretto)
- Menu: Extraordinary menu including delicious Lamb Rack Medallions, Fettuccine Bolognese, and their popular mint chocolate lava cake! Also, featuring a variety of daily holiday dinner, drink, and dessert specials!
- Vibe: Enjoy a ’90s-inspired Christmas theme with impressive, twinkling décor for a retro-cozy atmosphere.
Miracle at Draft

Christmas bars in San Diego do not get any better than Miracle at Draft, a favorite waterfront Christmas-themed cocktail pop-up bar! Decorated with the best over-the-top holiday decor with drinks in collectible mugs, Miracle at Draft offers a festive spot near your suite at Humphreys Half Moon Inn to sip handcrafted cocktails celebrating the best flavors of the season. Great evening plans after a day at Winter Wonder Beachside at Belmont Park.
- Where: 3190 Mission Blvd., San Diego
- When: November 28 through January 4, 2026
- Seasonal Cocktails:
- Mistletoe Kisses
- Not Your Granny’s Fruitcake
- Frosty’s Vacation
- To All a Goodnight
- Menu: Holiday meal specials include a Short Rib Ragu and a traditional Pazole. You’ll also enjoy seasonal craft cocktails with a view at this popular San Diego Christmas event pop up!
- Vibe: Cozy and casual holiday theme with a comfortable vibe for holiday get-togethers with friends that want great food, festive cocktails, and holiday ambiance.
Elf on the 12th at Mister A's

Celebrating 60 years in San Diego, Mr. A’s is the place to be for holiday fun near Humphreys Half Moon Inn. Who needs a shelf when you can be on the 12th floor taking in Mister A's spectacular San Diego views? Prepare for the ever-popular “Elf on the 12th” to enjoy holiday-themed cocktails at this popular rooftop bar and restaurant. Enjoy special holiday decor, themed cocktails, bar bites, and photo opportunities to "take an elfie" while enjoying spectacular San Diego city views.
- Where: 2550 Fifth Ave., 12th Floor, San Diego
- When: Month long throughout December
- Seasonal Cocktail:
- Resting Grinch Face
- All the Jingle Ladies
- Let's Take an Elfie (Elf Included!)
- Menu: Serving festive cocktails along with bar bites like caviar tater tots and other light nibbles.
- Vibe: Fun holiday-themed rooftop event with amazing views, festive holiday decor, seasonal craft cocktails, and a light menu for the perfect San Diego Christmas event.
The Golden Girls Christmas Experience

Get ready to experience one of the best San Diego Christmas events based on the beloved sitcom icons Blanche, Dorothy, Rose, and Sophia at this pop-up experience inspired by The Golden Girls Kitchen. Enjoy Golden Girls themed sweets, seasonal cocktails, and a chance to pose for photos in Blanche’s Boudoir!
- Where: Bayside Kitchen, 2137 Pacific Hwy., San Diego
- When: November 19 through January 11, 2026
- Seasonal Cocktails:
- Shady Pines Spritz
- Sophia’s Spiked Eggnog
- Menu: Themed sweets and seasonal cocktails as well as cake flights, St. Olaf Christmas cookies, Snowball Tiramisu Cups, Sopha’s Meatball Skewers, Mini Cuban Sandwiches, and Golden Ornament Truffles
- Vibe: Nostalgic TV set type vibe with all the fun things you know and love about the Golden Girls TV show! Tropical Miami vibe with twinkling lights! Fans of the show won’t want to miss this holiday opportunity!
Other Festive Restaurants and Christmas Bars in San Diego
Santa’s Lair

The Premier Holiday Speakeasy Pop-Up experience, Santa’s Lair, is the perfect place for those looking for cozy fun with the best holiday cocktails. Enjoy an immersive holiday experience as you sip seasonal cocktails in a magical atmosphere.
- Where: Parq Nightclub, 615 Broadway, San Diego
- When: November 29 through January 4, 2026
- Seasonal Cocktails: A variety of festive beverages and daily holiday drink specials including steaming spiked hot chocolate! Enjoy a welcome cocktail in a jolly, keepsake class as a souvenir of your Christmas in San Diego.
- Menu: Enjoy a variety of festive bites of the season including holiday specials as well as menu selections.
- Vibe: A nostalgic and welcoming setting in the Gaslamp District of San Diego. Cozy and homey holiday vibe to relax and enjoy the season!
Holly Jolly Bar

One of the newest Christmas bars in San Diego, Holly Jolly Bar invites you to get in the holiday spirit with this exciting, immersive Christmas party with floor-to-ceiling decor and the perfect backdrop for holiday fun.
- Where: F6ix Bar, 526 F Street, San Diego
- When: November 28 through December 28
- Seasonal Cocktails:
- Santa’s Spiked Hot Chocolate
- Angry Elf
- Sober Santa
- Snowflake Margarita
- Menu: Not too much is available for food, but they do offer a few festive bites to share. Grabbing a bite at Humphreys Half Moon Inn before heading over to Holly Jolly bar is a great idea!
- Vibe: Over the top holiday décor with a fun, festive vibe for friends, cocktails, and seasonal sipping!
Have a Holly Jolly Holiday at Humphreys Half Moon Inn in San Diego

Our Shelter Island hotel is the perfect setting for relaxing this holiday season. From long walks on the beach in the California sunshine to enjoying the best local Christmas bars in San Diego as well as all the amazing San Diego Christmas events, your winter vacation at Humphreys is one you won’t soon forget! Make plans now to spend the holidays in San Diego at our Shelter Island hotel! Book your waterfront suite today for the best holiday escape!











































































