04 Jun 2026

Summer Family Fun in San Diego Begins at Humphreys Half Moon Inn

By Humphreys Half Moon Inn

San Diego summers were made for lazy poolside afternoons, live music under the stars, and long golden evenings by the water. At Humphreys Half Moon Inn on Shelter Island, all of that comes together in one lush, tropical setting that feels worlds away from the ordinary. This is a casual, laid-back resort-style retreat where tiki torches flicker at dusk, resident parrots greet you on the grounds, and the sound of live music drifts across the bay on warm summer nights. Whether you are planning a family vacation or a romantic Southern California escape, your ultimate summer getaway starts right here.  

A Tropical Oasis in the Heart of San Diego Bay 

From the moment you step onto the grounds, Humphreys Half Moon Inn wraps you in a sense of island calm. Lush tropical landscaping, glowing fire pits, and a serene koi pond create an atmosphere that feels like a world of its own. The property sits on Shelter Island, one of San Diego's most beloved waterfront destinations, surrounded by the sparkling blue of San Diego Bay and the gentle hum of the marina. Summer light bounces off the water all day long, and sea breezes keep things cool even in the height of the season. 

This is a place where slowing down comes naturally. Lounge poolside with a cold drink in hand, let the kids splash around while you soak up the sunshine, and let the tropical surroundings do the rest.

Poolside Sips, Fresh Bites, and Summer Vibes

At the heart of the resort, the Oasis Pool Bar is your summer headquarters. Sip tropical cocktails, snack on delicious bites, and settle into the lush poolside setting complete with a hot tub and plenty of space to unwind. It is the kind of spot you show up to for a quick afternoon drink and somehow find yourself still enjoying as the sun dips toward the horizon. 

When it is time for a proper meal, Humphreys dining and Music delivers fresh coastal cuisine alongside stunning waterfront views. After dinner, step next door to Backstage LIVE, the hotel's own live music lounge, where the night keeps going with great entertainment in an intimate, energetic setting. Eat, drink, and dance: summer evenings here have a rhythm all their own. 

Right Outside Your Door: Shelter Island and the Bay

You do not have to venture far from the hotel to find something wonderful to do. Shelter Island Shoreline Park is right nearby and offers stunning bay views, a fishing pier, a boat launch, and scenic walking paths that are perfect for a morning stroll or an evening wind-down. The pier is a great spot for kids to try their hand at fishing, and the calm bay waters make the whole area feel safe and inviting for families. 

Just a short walk away, you will also find the Yokohama Friendship Bell, a beautiful bronze bell presented to San Diego as a symbol of the city's sister relationship with Yokohama, Japan. It is a quiet, meaningful stop that gives families a chance to talk about culture, history, and the connections between people across the world. 

For families who want to get out on the water, Next Level Sailing operates right from Shelter Island and offers whale watching tours, sailing excursions, and private charters. Few things compare to spotting a whale breach or watching the San Diego skyline glide past from the deck of a sailboat. These tours are a genuine highlight for kids and adults alike, and the crew knows how to make the experience fun and memorable for every age.

Concerts on the Waterfront All Summer Long

No summer stay at Humphreys Half Moon Inn would be complete without a night at Humphreys Concerts by the Bay. This legendary outdoor venue, set right on the hotel's own grounds beside the marina, draws top performers throughout the season and offers a concert experience unlike anything else in San Diego. With sparkling views of Point Loma and San Diego Bay as the backdrop and warm summer air all around, every show feels like an event. Whether you are there for a classic rock icon, a jazz legend, or a contemporary favorite, the atmosphere is intimate and the setting is unforgettable. 

Back on the grounds, Movies Under the Palms runs all summer long, giving families a magical outdoor cinema experience beneath a canopy of swaying palms. It is one of those simple pleasures that kids ask to repeat every year.

Explore the Bay by Bike or Boat

One of the most fun summer activities at the hotel is grabbing one of the on-site rental bikes and heading out along the bayfront. Guests enjoy a complimentary hour of cycling each day, and the flat, scenic waterfront paths make it easy to explore Shelter Island and beyond with the San Diego skyline as your backdrop. It is a wonderful way to start a summer morning or wind down a warm afternoon.

San Diego Summer Adventures Just Minutes Away

Humphreys Half Moon Inn's Shelter Island location puts a remarkable range of San Diego experiences within easy reach. Liberty Station, just two miles away in Point Loma, is home to a vibrant public market, great restaurants, local shops, community events, and a movie theater, all set within a beautifully preserved historic military base. It is an easy and rewarding afternoon outing for the whole family. 

Sunset Cliffs Natural Park is a short drive away and delivers some of the most dramatic coastal scenery in Southern California. Rugged bluffs, crashing waves, hidden sea caves, and legendary sunsets make it a must-see, especially in summer when the evenings are long and the light is golden. 

For families who want to combine natural beauty with a bit of history, Cabrillo National Monument at the tip of Point Loma is outstanding. Tide pools filled with sea stars, anemones, and crabs delight kids of all ages, and the sweeping views of San Diego Bay and the coastline are simply stunning. 

Your Summer Getaway Awaits

Humphreys Half Moon Inn on Shelter Island brings together everything that makes a San Diego summer special: waterfront dining, tropical surroundings, world-class live music, poolside relaxation, and endless opportunities for adventure both on the property and just beyond it. From morning bike rides along the bay to late nights dancing under the stars, every day here has the easy, sun-soaked energy that only a true summer getaway can deliver. 

Book your stay this summer and discover why Humphreys Half Moon Inn is San Diego's most beloved island escape. The bay is sparkling, the music is playing, and your best summer yet is waiting.

a christmas cocktail
01 Dec 2025

Coastal Comforts: Seasonal Dishes & Cocktails to Savor This Winter in San Diego

By Humphreys Half Moon Inn

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

ding room with marina view

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

Christmas time dining room

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

a cocktail with christmas deecorations

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

bar taps with santa hats

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

a christmas tree

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

a lit up cocktail with christmas decor

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

a cocktail with cinnamon

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

christmas decor

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

a christmas cocktail

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  

a christmas cocktail

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

a christmas cocktail

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

a christmas cocktail

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

a christmas cocktail

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

holiday lights overlooking the shelter island marina

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!