South Shore Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Brooke DeLane
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Romantic hotel deals in South Shore

Price found within the past 48 hours. Click for updated prices.
The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
CA $793
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
8.8/10 Excellent! (2,259 reviews)
Always superb stay. We love 💕

Reviewed on Aug 30, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
CA $1,258
per person
Oct 22 - Oct 29
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very good! (1,012 reviews)
Great place to stay - convenient, clean, comfortable.

Reviewed on Aug 30, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego
CA $1,583
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9/10 Wonderful! (1,500 reviews)
Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

Wilshire Montana
CA $4,329
per person
Oct 22 - Oct 29
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
9.2/10 Wonderful! (525 reviews)
Perfect location. Very charming and intimate hotel! Lovely

Reviewed on Aug 24, 2026

Paradise Point Resort & Spa

Paradise Point Resort & Spa

Mission Bay
CA $2,361
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
8.8/10 Excellent! (2,831 reviews)
Room was clean and neat. Staff was very helpful. Pools and ground were awesome. A great stay!

Reviewed on Aug 30, 2026

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5* Romantic holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
1 Hotel San Francisco

1 Hotel San Francisco

Downtown San Francisco
CA $2,289
per person
Nov 6 - Nov 11
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to San Francisco (SFO)
9.2/10 Wonderful! (593 reviews)
Great hotel! Great service! Great location!

Reviewed on Aug 30, 2026

Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

Wilshire Montana
CA $4,329
per person
Oct 22 - Oct 29
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
9.2/10 Wonderful! (525 reviews)
Perfect location. Very charming and intimate hotel! Lovely

Reviewed on Aug 24, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
CA $2,936
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Diego (SAN)
9.2/10 Wonderful! (175 reviews)
Don't see what you're looking for?
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3 Night Romantic holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
CA $736
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Los Angeles (LAX)
8.2/10 Very good! (1,012 reviews)
Great place to stay - convenient, clean, comfortable.

Reviewed on Aug 30, 2026

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
CA $793
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Francisco (SFO)
8.8/10 Excellent! (2,259 reviews)
Always superb stay. We love 💕

Reviewed on Aug 30, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
CA $4,062
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9.2/10 Wonderful! (175 reviews)
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4 Night Romantic holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
CA $1,011
per person
Oct 22 - Oct 26
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Los Angeles (LAX)
8.2/10 Very good! (1,012 reviews)
Great place to stay - convenient, clean, comfortable.

Reviewed on Aug 30, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
CA $1,501
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Diego (SAN)
8.6/10 Excellent! (2,508 reviews)
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

CA $1,348
per person
Oct 15 - Oct 19
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Los Angeles (LAX)
8.4/10 Very good! (1,989 reviews)
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Plan unforgettable romantic South Shore vacations

What are some of the benefits of booking a romantic South Shore vacation?

When booking a romantic South Shore vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in California.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the South Shore destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in South Shore?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $736 and can enjoy savings of up to 41 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in South Shore?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout South Shore certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to South Shore.

Can I book a romantic South Shore vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your South Shore search.

Can I book a romantic trip to South Shore that is fully refundable?

Several romantic South Shore vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.