Surfside Vacations from ￥547,627

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Surfside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Price was ￥781,640, price is now ￥547,627 per person
￥547,627
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (605 reviews)
Probably the most comfortable hotel bed I’ve slept on in recent memory.

Reviewed on Jul 29, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was ￥933,350, price is now ￥667,927 per person
￥667,927
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (5,143 reviews)
Great location, clean room, pleasant interior design where modern style blends with the old building.

Reviewed on Jul 30, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was ￥794,405, price is now ￥572,569 per person
￥572,569
per person
Oct 9 - Oct 15
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (217 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥853,516, price is now ￥618,019 per person
￥618,019
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,534 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥1,211,126, price is now ￥891,799 per person
￥891,799
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Great experience overall.

Reviewed on Jul 30, 2026

Find the Best Surfside Vacation Packages

Surfside Beach Vacation

Whether you're heading off alone or with the whole family, it'll be easy to find rest and relaxation on your Surfside vacation. Search for pretty seashells or sit by the shore and listen to the waves. Whatever you decide to do, your trip to Surfside will certainly be unforgettable. Surfside Beach, located 0.32 kilometers from the town center, is a great choice for those who value convenience. Many travelers also lock in Surfside vacation packages closer to Nobadeer Beach, another excellent option.

Surfside Hotel Deals

Chill beach 3-bedroom getaway on Nobadeer beach

Chill beach 3-bedroom getaway on Nobadeer beach

Nantucket MA
Get rates
Chill beach 3-bedroom getaway on Nobadeer beach
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
The price is ￥100,492 per night from Aug 13 to Aug 14
￥100,492
￥112,249 total
Aug 13 - Aug 14
includes taxes & fees
9.2/10 Wonderful! (753 reviews)
"I love the Nantucket Inn but it’s the staff I love the most! They always make you feel like you’re coming home!"

Reviewed on Jul 30, 2026

Nantucket Inn
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is ￥109,106 per night from Aug 30 to Aug 31
￥109,106
￥130,402 total
Aug 30 - Aug 31
includes taxes & fees
The Beachside
See all 853 properties in Surfside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Surfside

Private Nantucket Beach Fishing Activity with a Guide

Private Nantucket Beach Fishing Activity with a Guide

￥101,588
per traveler
Private Nantucket Beach Fishing Activity with a Guide
See all activities in Surfside

Frequently asked questions

How much does a Surfside vacation package cost?
You can snap up a vacation package to this top destination from ￥547,627 on Expedia. However, how much your vacation to Surfside costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Surfside?
You can usually find reduced prices and better availability in January, February and March. Browse our cheap Surfside vacation packages and you could score some great off-season discounts.
How many days is enough for Surfside?
Usually, a handful of days is enough to check out the top attractions during your Surfside vacation. However, if you prefer to have time to kick back or go on day tours, consider extending your itinerary.
How to find the best Surfside package deals?
Begin your search for a Surfside package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Surfside package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Surfside escape off to a flying start.
Is it cheaper to book a Surfside vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Surfside trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Surfside?
If you've got your Surfside travel dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Surfside?

  1. Choose your travel dates: What you'd like to do in Surfside and your favorite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Surfside.
  3. Decide how long to go for: Now that you're up to speed on Surfside, you can figure out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Surfside vacation package.

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