FREE Foodie Walking Tour with every booking!

About Santa Barbara Wine Weekend

Brand New Small Group USA Tour!!! Maximum of 12 Guests!

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Santa Barbara, nicknamed the American Riviera, is the perfect location for a fall getaway! With its famous pier, beachy vibe as well as its proximity to wine country, it offers something for everyone. Do you like wine? Then this is the trip for you! We’ll visit three premium locations — not open to the public– and also see winery production and have a vineyard walking tour, possibly with the winemaker him/herself! Then we’ll enjoy a lunch in a vineyard setting! We’ll also enjoy a private tasting at the first tasting room in the country!

In your free time, enjoy a harbor kayak tour, bike ride along the beachside promenade with our hotel’s free cruisers or simply relax at the gorgeous hotel pool!

Inclusive Features of our Wine Weekend :

  • Carefully selected Covid-safe hotel and tour vendors!! 
  • Singles Travel International “Connect with Confidence Promise
  • NEW Small Group USA Tour (maximum 12 people!)
  • STI will provide a complimentary KN95 mask and personal size hand sanitizer to each member on our tour
  • 4 Nights Accommodation at the lovely Spanish-inspired Hotel Milo, directly across the street from the Beach! *
    Just steps away from the iconic beachfront and pier and at the entrance to the burgeoning food-and-wine-centric Funk Zone
  • Welcome Dinner
  • Farewell Dinner
  • A full-day private formal wine-tasting tour to three vineyards making limited production wines; includes a plated lunch in a vineyard!
  • STI Signature Experience: Wine tasting at the country’s oldest tasting room! 
  • Optional Tours Include: Santa Barbara Kayaking Tour; Santa Barbara Foodie Walking Tour; Santa Barbara Wine Country Bike Tour
  • STI Concierge will Provide a Daily Agenda to Coordinate Events and Nightlife for STI Members to Connect
  • STI Concierge will Provide Options/Meetups for Breakfast and Lunch Each day
  • STI Concierge will Coordinate Optional Dinners Around Town on Friday Night
  • Hotel Taxes
  • Special Attention from Experienced, Professional Singles Travel Concierge**
  • Private and Secure Chat Reserved Exclusively for Members on Your Vacation – Topics Include Share a Ride and Optional Tours to Assist Members in Coordinating Activities in Advance. Create your own Topic and have fun!
  • “WHO’S GOING?”- Meet your travel companions and view their complete profiles even before you book!
  • Company of Singles Like You!

*Hotel accommodations and inclusive features are subject to change at any time at the discretion of STI. We reserve the option to swap for a similar property for any reason, at any time.

**Minimum of 10 guests required.  If no Concierge, an STI member will serve as Ambassador for Day 1 activities.

Ages listed are not meant as a restriction, but are simply used as a guideline. Singles Travel International does not guarantee the number of guests, ages or ratios.


Tour Begins in Santa Barbara, CA, Sept. 30, 2020
Tour Ends in Santa Barbara, CA, Oct. 4, 2020

Day 1 – Wednesday– September 30
Welcome Meet and Greet

STI Members arrive at the Santa Barbara airport (SBA), Los Angeles airport (LAX) or the Burbank airport (BUR) and transportation from the airport to the hotel is on your own. (refer to the FAQ tab). Check into the Hotel Milo (after 4 p.m.). If you arrive early, the hotel will store your bags and you are free to explore the city on your own. Check in with your STI Concierge at the hotel this afternoon, meet your fellow travelers, sign up for tours and get oriented on your first day.

This evening, we will enjoy a welcome drink at the hotel so that you can meet and mingle with new friends! Our concierge will highlight our trip as we sign up for any optional tours for the weekend. The night is young and, of course, our STI Concierge will join you for an included welcome dinner at a fabulous restaurant near our centrally located hotel!

Day 2 – Thursday– October 1
Full Day Private Wine Tour with Lunch at a Vineyard

This morning we embark upon a full day oenological experience! With out local expert host, we will visit three private, small production family-owned wineries and/or vineyards not open to the general public for a more upscale and personal wine-tasting experience. We’ll walk the vineyards, tour the production facilities and barrel rooms, and taste limited release premium wines in private seated tastings, perhaps even with the winemakers and owners themselves! 

No standing in line waiting at crowded tasting tables! This tour is private for us!

In between, we’ll be treated to an Organic picnic lunch served in a scenic location.

Once we arrive back at the hotel, the rest of the day and dinner is on our own.  There are many mouth watering options in town, from the most basic to the most famous kitchens in Santa Barbara. Our STI Concierge is available to assist with your plans and set up a dinner reservations.

Day 3 – Friday– October 2
At Leisure with Optional Tours

Enjoy breakfast at our hotel before heading out for a day of leisure. There are so many fun and interesting things to do.


Santa Barbara Wine Country Bike Tour (6 hrs. – minimum of 4 pax required; level of difficulty: moderate; 10-15 miles total)

Get a taste of the Santa Ynez Valley by cycling through scenic vineyards and ranch lands and sampling local wines. The close proximity of
several notable vintners all within short biking distance makes this day’s ride very enjoyable! You’ll be picked up in an air-conditioned van, and your guide will preview the day before you head to the first winery. Once there, you’ll enjoy wine tastings, discussions of wine making and may visit with a winemaker or tour a barrel room. Served in the shade at a favorite winery, lunch is a delicious spread with lots of options including gourmet pre-made sandwiches, kale salad, fresh fruit, veggies, chips, and cookies. Cold beverages and bottled water will be provided. You will visit 2 local wineries, each offering 6 or more tastings.

Includes round-trip transportation in an air-conditioned van, all bikes and cycling equipment, tasting fees at one winery, cold beverages, knowledgeable guide, discussion on wine making. Not included: tasting fees at second vineyard/tasting room, gratuities for guide/driver.

Santa Barbara Harbor Kayak (2 hrs)

Enjoy a relaxing 2-hour kayaking tour in the Santa Barbara Harbor! With your experienced guide, you’ll paddle 1-2 miles along the coast surrounded by beautiful beaches and marine life. Explore the harbor, coastline, Stearns Wharf, and surrounding beaches, where guests commonly see seals, sea lions, brown pelicans, sea stars and cormorants! Your guide will regale you with natural and cultural history, marine ecology and local trivia en route.

Tour includes: Kayak, padles, paddle jackets and PFDs. Guides will give a basic paddling demonstration and safety talk before setting out on the water. Not included: transportation to/from the meeting location (boat launch at the harbor) and gratuities for your guide.

Santa Barbara Foodie Walking Tour (3 hrs)

Indulge your passions for food and fun during this 3-hour small-group culinary tour in Santa Barbara. Dig into some tasty food and drinks at three different local eateries, a microbrewery, two wineries and a distillery in the city’s artsy Funk Zone. Tour includes guide and all food and drink. Not included: transportation to/from the tour meeting point as well as guide gratuities.

After you finish your day’s fun, meet back up with the group at the hotel and plan for a fun evening out! Your STI Concierge will be available to help with dinner reservations and anything else you may need !

Day 4 – Saturday– October 3

After a breakfast, our group will set out on a fun local wine-trail tour in downtown Santa Barbara. Did you know that the very first tasting room in the United States was in Santa Barbara? With your STI Concierge, we’ll go to that famous tasting room for a tasting and then explore as many other wineries as we want in the fascinating Funk Zone area of Santa Barbara! Good thing we can walk there from our hotel!

The afternoon will be yours to explore or sleep off the effects of that wonderful California wine! We’ll reconvene later for a farewell dinner as a group and “cheers” to meeting up again soon!

Day 5 – Sunday – October 4

Enjoy breakfast before checking out. We hope you enjoyed your stay in fabulous Santa Barbara!

*Note: Itinerary and activities are subject to change at the discretion of the local operators, venues and municipalities to preserve the overall quality of the program. Singles Travel International is not responsible for the consequences of any changes and no compensation will be paid for any such changes.



Once you make your online reservation, an STI reservation specialist will contact you to review and recommend additional services. Depend on them for assistance with airfare, proper protection, pre and post tour services. Once that step is complete, you will receive a final invoice from us confirming your reservation details.

Complete your profile and post a message on the chat to say hello to your fellow travelers.

REVIEW the important information on the FAQ tab for this trip.

Say hello to your fellow travelers on the chat!

Get the best deals on optional “Add-ons”. Review the Trip Options and make all reservations so you don’t miss out on any limited or time-sensitive offers.

Travel Insurance is available through Travel Guard and we sent you a quote regarding travel insurance after reserving your vacation.  If you have any questions, Travel Guard’s professional, expert agents are available 24 hours a day, 7 days a week. Call us today if you have not received your Travel Guard quote or CLICK HERE to go directly to Travel Guard and request a policy quote. It only takes a few minutes.

Your “Final Vacation Details & Meetup Information” including transportation and how to meet up with the group will be available on the YOUR TRAVEL DOCUMENTS button on the left navigation bar on the trip site, 21 days prior to trip start date.

Questions and comments after you have reserved your vacation are addressed promptly when you send a message to us at service@singlestravelintl.com.

The tour begins in Santa Barbara at 6:00 p.m. on Wednesday, Sept. 30, 2020, and ends after breakfast on Sunday, Oct. 4, 2020. Therefore the trip is 4 nights/5 days.

A deposit is due at time of reservation and final payment is due on July 27, 2020.

We’ve made paying your balance online as easy as 1-2-3.  Watch your email inbox for a reminder from Singles Travel International, 14 days prior to the final payment due date.  Just click and pay using your favorite credit card.   Be sure there are sufficient funds in debit card accounts to cover your payments.

If you make a reservation after July 27, 2020, full payment will be automatically charged at time of reservation and penalties will apply.

Yes. All cancellations must be made in writing to Singles Travel International and are subject to per person penalties as follows:

After deposit and at any time of cancellation, a minimum charge of $175.00 plus credit card charges will apply in addition to other penalties listed below.

Between July 27 and August 24, 2020 – $200 penalty applies.

After August 24, 2020  – 100% penalty applies.

Note that if you elect to take a roommate and he/she cancels after our cut off date, we will do everything to find a new match. However, if no match is found, the difference in cost for a single cabin/room is the responsibility of the guest who cancels. No refund will be given to the guest who cancels, regardless of cruise or tour company policy as stated above. Singles Travel International is not responsible for costs related to cancellations after our cut off date.

Allow 14-21 days for a refund. In the event that you made a deposit more than 60 days from time of cancellation, a company check will be issued in lieu of a credit refund.

Cancellations made prior to final payment may transfer deposit to a future vacation. A $25 transfer fee applies and new selection must be made within 30 days.

We recommend that you arrive at the Hotel Milo by 4:00 pm! Check-in is at 4:00 p.m., but the bell desk will gladly hold your bags if you arrive early.

Hotel Milo

202 W. Cabrillo Boulevard Santa Barbara, CA 93101


Singles Travel International is a vacation event company that plans singles events and markets our events at our expense to create a “singles only” experience. We do not allow guests to join the group unless the reservation has been made by STI. Our policy is firm for tours and cruises, as well as pre and post trip hotel stays. Members and friends that “show up” will not be allowed to participate without paying an equivalent fee to the rest of the group that made the reservation with STI. Your credit card on file will automatically be charged.

Yes! Singles Travel International is the only singles vacation company that features a travel community where members may send messages to one another at any time. Once you make a reservation, you are invited to post messages on the trip chat which is great for finding out more about your fellow travel companions, coordinating taxi shares, setting up tours and more. Your trip chat is accessible from the trip page. Ask your STI Reservation Specialist for assistance.

In order to accommodate singles from all over the world, our tours and cruises are priced as land only. Therefore, airfare is additional. Singles Travel International is a licensed ticketing agency and oftentimes has low negotiated fares.

To make the most of your weekend, we recommend that you arrive at the airport by 2:00 pm on Wednesday, Sept. 30, 2020, and depart after 12 noon on Sunday, October 4, 2020.

Note that Santa Barbara is served by the Santa Barbara airport (SBA), Burbank airport (BUR) and Los Angeles airport (LAX).

Santa Barbara is served by the Santa Barbara airport (SBA), Burbank airport (BUR) and Los Angeles airport (LAX).

Central Coast Shuttle operates a bus from LAX to Santa Barbara every 3 hours. Tickets cost $68 and the journey takes 2h 11m.

From BUR, there are several options: Search a shared transfer with Jayride.com (from $83 / 1hr 38m); Amtrack offers service on the Pacific Surfliner from the airport to Santa Barbara. Tickets prices range and the trip takes roughly 2h 10m.

Once you make a reservation, you are invited to post messages on the trip chat, which is great for coordinating taxi shares!

Our tour does not include airfare, transfers, lunches and 2 dinners. You are responsible for alcoholic beverages (except when included in STI events), incidentals such as laundry and phone calls, plus gratuities to STI staff ($15 per day) and local guides.

Absolutely. Our site is so popular that we guarantee to find a roommate for you or the single room is on us! In order to take advantage of our offer, you must be paid in full by July 27, 2020. We may still be able to match you after this date, call us for options. Of course, single accommodations are available at an additional rate.

Optional pre tour stays are not eligible for the roommate guarantee. Chances are excellent that we’ll find you a match, but if no match found by 30 days prior to departure, member pays the single supplement.

Please contact your preferred carrier directly to make your reservation. If Singles Travel International issues a promotional economy fare, granting of frequent flyer credit is entirely at the airline’s discretion. If the flights are eligible, to ensure you earn frequent flyer credit from the airline, give your frequent flyer account number when you check in for your flights. In addition, save your boarding passes and the passenger receipt from your airline ticket. You may need to submit these to the airline (not to Singles Travel International) to claim any credit allowed.

Hotel Milo is located in the heart of Santa Barbara’s beloved West Beach, a favorite hangout for local residents and visitors alike. On one side sits the iconic Stearns Wharf and on the other the harbor and pier, where local institution Brophy’s is serving up the best clam chowder you’ve ever had. Take a short ten-minute stroll towards State Street and the Funk Zone, Santa Barbara’s popular arts district, to discover new galleries, boutique shops, and restaurants—and don’t forget to make a few stops on the Urban Wine Trail to sample the new wines of the day. Head out on a short drive to Santa Ynez for a day of wine tasting, or stay local and explore the nearby Santa Barbara Mission or Zoo. When the weather is nice—and it almost always is—hit the mountain trails for a hike or bike ride, or get into your wetsuit and ride the waves, before catching that spectacular Pacific sunset you’ve waited all day to see.

The hotel has two heated outdoor pools plus a jacuzzi.

Standard rooms (200 square feet) are non-smoking, have 2 Double Beds or 1 King Bed, free wireless high speed internet, air conditioning, an LCD TV and iPod docking station.

Plus, your STI Concierge will be on hand to take care of your every need. It’s not only what we do, it’s who we are!

Of course not. You will be pleased to find out that nearly 90% of our guests on every trip sign up and have never met anyone before joining the group. In 26 years, we have perfected the singles vacation experience. It is paramount that our guests meet each other right away and have opportunities to mingle every day. From the moment you join our tour, our heroes, the STI Travel Concierge team is waiting to meet you. Our first day begins with a get together and the camaraderie builds as we go along.

As a travel club, matchmaking is not our focus. We offer an opportunity for single travelers to see the world in the company of other singles and do not guarantee ratios or ages. Our vacations are specifically designed for Baby Boomers and active travelers with an average age range of 50-70. We generally have a ratio of 60/40, women to men. Ages listed on our page are not restricted. They are simply used as a guideline.

We recommend that you meet the members of the STI Community online where you may view and interact with members via “Who’s Going” on every trip page. This is the best way to find out exactly who will be on your vacation.

We encourage our members to complete their personal profiles including a photo. Knowing who’s on the trip in advance makes socializing before and during your vacation easier and more fun.

Gorgeous! You may expect sunny days with daytime temperatures to be in the mid to high 70s. Evening temperatures are generally in the high 60s. Rain is always possible, so come prepared with rain gear and a jacket for evenings.

There is no baggage limit at the hotel.

Currently, most airlines will allow you to check one bag, weighing 40 pounds, for a fee. In addition you may carry-on one bag plus a personal item such as a purse or briefcase. Please check with your air carrier for up-to-the minute regulations and fees for checked baggage.

Remember to bring casual and comfortable clothing and shoes for the daytime! In the evening, a light jacket may be required. If you want to dress up a bit, keep in mind that Santa Barbara is quite casual!

Packing Tips: Take only what you need; don’t over pack. Save room for souvenirs and purchases. Pack flat and full to avoid wrinkling. Bring wardrobe basics; mix and match around one or two colors. Don’t pack anything valuable, fragile or perishable. Label your luggage with an outside tag, and place an identification card inside each suitcase.

Essential Items: We highly recommend that you bring the following items.

– A great attitude and an open mind.
– A good, comfortable pair of broken-in walking shoes.
– A pair of shoes for restaurants (loafers, sandals, etc).
– Collapsible umbrella and/or lightweight raingear.
– Ladies may wish to bring an evening wrap and gentlemen a nicer jacket for evening wear if planning a gourmet dinner.
– Sunglasses, sun block, sun hat or visor.
– Toiletries: all your daily essentials.
– Prescription medications: sufficient supply for the entire trip plus legible written prescription in case of loss. Keep
medications in their original, labeled container. Always pack your medications in your carry-on bag!
– Eyeglasses, contacts, contact lens solution. You may want to bring along a written prescription for your eyewear in case of
– Over the counter medications: cold remedy, aspirin/pain reliever, antacid/stomach upset remedy, Band-Aids, anti-bacterial medication.
– Travel alarm clock with illuminated face.
– Travel journal/notepad and reading material.
– Small, basic sewing kit with a few extra buttons. Remember to pack scissors in your checked bag!
– Photography Equipment: Bring a sufficient supply of film and extra batteries.

Travel Insurance is available through Travel Guard and in addition to direct access immediately upon completing your purchase, you will receive a quote from Travel Guard regarding travel insurance after reserving your vacation. If you have any questions, Travel Guard professional, expert agents are available 24 hours a day, 7 days a week. Call us, if you have not received your quote within 3 days.

Your “Final Vacation Details & Meetup Information” including transportation and how to meet up with the group will be available on the YOUR TRAVEL DOCUMENTS button on the left navigation bar on the trip site, 21 days prior to trip start date.

Our office is open Monday-Friday from 9:00 a.m. to 5:00 p.m. Eastern Standard Time. In an emergency after hours, please contact Tammy Weiler at 815-715-6998.


Want to chat with members on this trip? Book now to join the conversation!

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Meet Your STI Concierge


Hi! My name is Vicki, and I am so happy to have joined the STI family as a Concierge! After having a career as a health-and-fitness writer and then having children, I decided to make a career change in order to pursue my love for travel. For 9 years now, I have designed small-group tours all over Europe and have led tours in Italy, Malta and Croatia. From the moment I began leading tours, being able to share wonderful experiences and make people smile through discovering a new location - or perhaps through discovering something about themselves - I felt as if I had found exactly what I was meant to do! I look forward to making your vacation dreams come true.

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