Shelter Island, San Diego 2024 Trip - Beatrice Bradley

Shelter Island and the Historic Beach Towns of San Diego

Coronado, Pacific Beach, Ocean Beach, La Jolla and Misson Beach

Sail, Beachcomb and Explore Caves with 12 New Friends

June 16-21, 2024
6 days / 5 nights


Did you know that San Diego has 70 miles of pristine coastline? Add that to year-round sunshine and mild temperatures, and you have a California coastal city with some of the best beaches in the world. With 70 miles along the Pacific Ocean, San Diego (California’s second largest city) is divided into six beach regions including Coronado, La Jolla, Mission Bay and Beaches, North County Coastal, South Bay and Point Loma, Harbor Island and Shelter Island.

shelter island

Trip Status: Sold Out!

Single Occupancy – $4,250

Double Occupancy – $3,550

Dates: June 16-21, 2024
6 Days / 5 Nights

Location: Shelter Island, San Diego

Airport: San Diego International (SAN)  

Accommodations: Kona Kai San Diego Resort on Shelter Isalnd 

Meet your HostS

Karen & Liz

Karen & Liz</p>

I am thinking about it

Let our team know that you are interested in joining us on this tour. Our team will reach out via email and will be available to chat about this trip.

Make a Reservation

Secure your reservation here. We only take 10-14 women on each trip. Making a reservation is the only way to secure your name to the trip list.

Don’t just tour San Diego and it’s Beach Towns, Experience them with 12 new Friends!  

Every Beatrice Bradley trip is crafted to maximize the experiences had during the trip.
The itineraries are specially made to allow time for engaging in conversation and having belly laughs with a new friend. We hope that the activities and experiences may allow you to come out of your comfort zone and to try new or unique things.
These trips are made to replicate a ‘friends get-away trip’. 

Check out these Highlights

  • Our hotel has a private beach and adults-only pool
  • Sunset Cliff and Cave Nature Exploration: Spot gray whales
  • Lunch, Seals, and Shopping La Jolla: is known for its beautiful beaches, shopping, and seals.
  • Torrey Pines State Natural Reserve Walk: Oceanside walk where we will try to spot dolphins and bobcats
  • Private Catamaran Sunset Dinner Cruise 
  • Go-Car Downtown and Balboa Park we will cruise to most of the greatest sights San Diego has to offer
  • Best in the world San Diego ZOO Golf Cart Tour!
  • Fabulous Dinners Oceanside

Day One:  Arrival Day and Welcome Dinner and a Dip in the Pool – Kona Kia Resort and Spa


  • Kona Kia Report and Spa: Check into modern luxury. Get settled into your oversized balcony room looking out over San Diego Bay.  Tour the property’s private beach, sipping specialty drinks from the Tiki Bar or relax after check in the adults-only pool.
  • Happy Hour & Welcome Dinner at the Vessel Restaurant, a waterfront dining experience!  Celebrate beginnings with fine food and even finer company.
  • Head down to the private beach after dinner for sunset, bonfire and s’mores.  
  • The History of Shelter Island, San Diego

    Originally a sandbar that was visible at low tide, Shelter Island wasn’t even accessible from mainland San Diego until 1953. It was only as soil and sand were dumped there from the San Diego River and dredging materials were piled up during World War II that the sandbar-turned-island started to become something of a landmark. In the early 1950s, the city and harbor developed the island—dredging a yacht basin and creating a deep water channel into the bay, raising the land up above high tide, and adding the causeway that connects it to Point Loma.


Day Two Monday: Sunset Cliffs and La Jolla Seals, Shopping and Fabulous Mexican Food


  • Early-risers coffee island walk followed by a leisurely breakfast at the hotel
  • Sunset Cliff and Cave Nature Exploration: Cliffs overlooking the Pacific Ocean. We may see gray whales and the occasional cliff diver
  • Lunch, Seals and Shopping La Jolla: known for it’s beautiful beaches, breathtaking views, art and museums, hang gliding, Mexican food, outdoor activities, sea life and culture.  Mexican food for lunch!
  • Torrey Pines State Natural Reserve Walk: Oceanside walk where we will try to spot dolphins and bobcats.
  • A relaxing later dinner poolside or in your room, if down time is needed.
  • Twilight Tranquility: Dip into the pool or share stories around the beach bonfire.
  • LA JOLLA Known as “The Jewel” of San Diego, not just luxury homes and upscale shopping, it’s also home to some of the best beaches and reefs in the state including La Jolla Shores and La Jolla Cove. Lawn bowling, hang gliding and surfing – there’s plenty to do oceanside when you’re in La Jolla.


Day Three: Seal Boats, Catamarans and Seaside Village


  • Elevated Start: Group breakfast at the hotel to fuel your day.
  • Seal Boat Tour: We will wind our way through picturesque San Diego streets before splashing down for a cruise waters of the San Diego Bay.  We will learn first-hand of our rich military history and cruise through the waters that are the playground of the California Seals and Sea Lions.
  • Lunch in Seaport Village: Group seafood lunch with a view.
  • Explore Seaport Village: a lively waterfront destination, where the energy of the sea meets vibrant shops, enticing restaurants and breathtaking views.
  • Private Sunset Dinner Cruise embark on an adventure that will live in memory for a lifetime. Modern decor, smooth sailing, and abundant space ensure a comfortable and jaw-dropping excursion through Mission Bay and the San Diego coastline. Sit back, relax, and enjoy what San Diego has to offer: dolphins, gray whales, blue whales, seals, birds, mixed with fresh ocean air.
  • Late-night fun at hotel pool or private beach.


Day Four: Go-Car Adventure, Fabulous Food Lunch and Pacific Beach 


  • Early Risers coffee walk followed by breakfast on the island.
  • Some free time at the resort to read a book on the beach or add a spa treatment.
  • Go-Car Downtown and Balboa Park we will cruise to most of the greatest sights San Diego has to offer, from the visually stunning Balboa park which is littered with Spanish Renaissance inspired architecture, over a dozen museums, colorful flower gardens and world-renowned outdoor organ pavilion all the way to the always happening Hillcrest, which has a great variety of shops and restaurants.   But, best of all we will get to see Downtown San Diego at it’s finest, from the Maritime Museum to the Historic Gaslamp Quarter. 
  • Dinner in Pacific Beach followed up a sunset ocean side walk.
  • PACIFIC BEACH Travel further south and find this beach, with its funky beach bars and taco stands. Now you’ve arrived in San Diego!  

Day Five: Trolleys, San Diego Zoo and Farewell Oceanside Dinner 


  • Group Breakfast and coffee at the hotel
  • Farewell Oceanside Dinner with the group

    Voted as one of America’s best beaches by The Travel Channel, Coronado’s sandy beaches glisten with mica mineral sand.

Day Six: Departure Day


  • Goodbye Breakfast – a time to say goodbye and share stories and photos
  • Depart for the airport



Experience All-Inclusive Travel with Beatrice Bradley

At Beatrice Bradley, we pride ourselves on delivering exceptional, all-inclusive travel experiences with absolutely no hidden fees. From the moment you step off the plane to the moment we bid you farewell, every detail is taken care of. Our goal is to provide a completely hassle-free experience, allowing you to focus solely on enjoying your journey and creating lasting friendships.

Here’s What Our All-Inclusive Experience Includes:
  • Airport Group Transfers: Seamless airport pickups and drop-offs by our friendly hosts, ensuring a smooth start and end to your adventure.
  • Dedicated BB Hostess: Travel with peace of mind knowing a dedicated Beatrice Bradley hostess will be with you throughout the trip, ensuring every aspect of your journey is unforgettable.
  • Full Dining: Enjoy all meals carefully selected to reflect the local cuisine, inclusive of all tips. Whether it’s a quick breakfast or a sumptuous dinner, we’ve got it all covered.
  • Unique Accommodations: Stay in boutique hotels or unique properties that are handpicked for their charm and comfort, providing an authentic and intimate experience.
  • Curated Activities: We find the BEST of the best tours. Making the absolute most out of our time.
  • Included Gratuities: Tips for tour guides and transportation are all taken care of. We ensure that those who make your trip special are rewarded, without you needing to worry about the details.
  • Transportation: All transportation during the experience.
  • You won’t see “Free Days” on our itineraries: Our trips are made for a balanced experience. We carve out time to bond, laugh, shop and explore but we will never just send you out on your own and say “good luck” we do everything together or smaller group breakouts.

With Beatrice Bradley, every detail is meticulously planned to ensure you have a memorable and carefree travel experience. Join us and discover the joy of true hassle-free travel!

Flexible pay-as-you-go payment plan

How it Works:

Step 1 Choose Payment Plan (available with credit card and ACH payment options)
Step 2 Your $250 Deposit will be processed within 2 business days
Step 3 When you are ready to make a payment, click the “Review and Pay” button on your invoice
Step 4 Once clicked, in the top left of the invoice, next to the amount, you will see “Edit Amount.” Here you will be able to enter the amount you would like to pay
Step 5 Full amount needs to be paid by 60 days prior to the trip. *If there is a remaining balance at 60 days prior to the trip then an automatic payment for the remaining amount will be charged.

Activity Level – Moderate


There will be walking and standing during the tour and also e-biking.  You will need to be able to get in and out of a van.

It is your responsibly to fully read and understand the physical abilities that correlate to this Beatrice Bradley Experience. Difficulty level of activity is subject to individual interpretation so it is extremely important that you read the itinerary and reach out if you have concerns or questions.

If you have questions about the specifics of the physical activity during this trip, please give us a call at 763-784-8291

Role of a Beatrice bradley hostess

Beatrice Bradley is an Experience Company not a Tour Company.  The role of a Beatrice Bradley Host is to be warm and welcoming. To relate and connect. To have attention to details. And to manage the behind-the-scenes magic so your experience is one-of-a-kind. They are not local experts nor are they tour guides. We hire local experts, guides, and historians as each location warrants. They are expert hosts and manage the camaraderie and logistics of the experience. Our goal is that your hostess will make you feel welcomed, comfortable, and that you will walk away with new & lasting friendships made during an unforgettable experience.

Flight Details

Airport Pick Up is included when arriving at the designated airport within the specified pick up window.

Arrival Airport:San Diego International (SAN)  
Arrival Date: June 16, 2024
Pick Up Times: 2:00 PM or earlier

Departure Airport: San Diego International (SAN)  
Departure Date:  June 21, 2024
Drop off Time: 11:00 AM (Arrange flights for 1pm or later)