A Travel Price Comparison for Families, Couples, and Backpackers Santorini vs. Boston for Attractions, Families, Couples, and Food

Should you visit Santorini or Boston?

Which is cheaper to visit? Which is more expensive for vacation?

If you're trying to decide where to visit between Santorini or Boston, this travel comparison, which includes costs, can help. The overall cost of travel is usually a consideration when deciding where to go next, and the cost comparison down below can help you decide based on the average prices from other travelers along with your own travel budget.

Santorini

Santorini is a stunning, historic, and romantic island. You'll find world class beauty here as well. This is an attractive and quaint destination worth visiting as well. It's also known for scuba diving and snorkeling, beaches, and hiking.

Boston

Boston is a loyal, historic, and traditional city. Travelers will also find plenty of sights and attractions here, as it's a big city that attracts lots of visitors. It's a beautiful place to visit, too. This destination also has one of those special and quaint feelings. Visitors also love the live music, food, and shopping.

Santorini and Boston: Pros and Cons

Pros
  • Active nightlife
  • Nice resorts
  • Good scuba and snorkeling destination
  • Popular beach
  • Good for hiking
  • Good for couples and romance
  • Good for backpackers and budget travelers
  • Impressive beauty
  • Quaint atmosphere
Things to Consider
  • Less museums and historical sights
  • Less family-friendly
  • Public transit not as usable
  • Less walkable
Pros
  • Popular museums and historical sights
  • Numerous theater shows
  • Active nightlife
  • Good music scene
  • Scenic old town
  • Popular at Christmas
  • Known for Christmas markets
  • Family-friendly
  • Good for backpackers and budget travelers
  • Good for students
  • Good public transit
  • Very walkable
  • Big city activities
  • Home to the Freedom Trail
Things to Consider
  • Less attractive beach
  • Less popular with couples


Is there more to do in Santorini or Boston?

Travelers will usually find more to do in Boston. Although Santorini and Boston are popular destinations, Boston has more sights and attractions for tourists. Boston is very popular for its museums, theatre productions, food, nightlife, music, historical sights, christmas markets, and big city activities, while Santorini attracts visitors for its resorts, scuba diving & snorkeling, beaches, hiking, shopping, impressive beauty, and quaint atmosphere. Santorini is more touristy than Boston and is popular for its beautiful volcanic beaches, stunning natural beauty, and breathtaking sunsets over the whitewashed villages. Boston is famous for its enthusiastic sports fans, influential history, beautiful parks, and world-class universities. It is also well known for The Freedom Trail.

How is Santorini different from Boston?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Boston and Santorini. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Santorini or Boston?

Santorini
Boston

Boston is an unbeatable place for its historical sights. Also, Santorini is not as popular, but is still a nice island for its sights and museums.

The museums and tourist attractions in Boston are world-renowned. The city itself feels like a living museum. It is famous for Faneuil Hall, the Museum of Fine Arts, the Isabelle Stewart Gardner Museum, the USS Constitution, as well as the many sites along the Freedom Trail. There are also many museums on the campuses of the world renowned universities in the city.

If you're looking for an educational opportunity, there are a decent number of museums and historical sights around Santorini. One of the most impressive historical sights is Akrotiri Archaeological Site. The island has many archeological sites as well as the Archeological Museum in Fira.


Is Santorini or Boston Better for Theater?

Santorini
Boston

Boston is a great city for its theatre productions. However, Santorini is not a theatre destination.

Many visitors plan to see a show while visiting Boston. The city has many historic, beautifully restored theaters where you can enjoy a show. Head to the theater district for some of the most famous venues.

Santorini is not a theatre destination.

Is the Food Better in Santorini or Boston? Which Destination has the Best Restaurants?

Santorini
Boston

Boston is a great city for its local flavors and cuisine. Also, Santorini is not as popular, but is still a nice island for its local cuisine and restaurants.

Boston has a huge number of terrific restaurants. There are many local dishes that utilize fresh caught seafood and comfort food flavors. The cuisine also takes advantage of the city's Italian and Irish populations. Famous local foods include New England Clam Chowder, lobster rolls, and baked beans. You'll find hearty sandwiches and filling meals that warm your soul.

There are many up and coming restaurants in the Santorini area. Popular foods on this island include fava, Greek salad, and kofta.

Is Santorini or Boston Better for Nightlife?

Santorini
Boston

Boston is a great city for nightlife and partying. Also, Santorini is not as popular, but is still a nice island for its evening party scene.

The nightlife in Boston has something for everybody. The city is known for its breweries, craft beer, and vibrant university neighborhoods. It also hosts regular outdoor movies and world class sporting events. The nightlife scene is varied, with some areas catering to the student population and other areas focused on the professional or sport-loving crowds.

There's a variety of activities in the evening in Santorini. It is one of the calmer, more romantic islands in Greece. For the best nightlife, you'll want to stay near Fira.


Is Santorini or Boston Better for Music?

Santorini
Boston

Boston is a nice place to visit for its live music scene. However, Santorini is not a live music destination.

The music scene helps keep Boston active and fun. Popular music venues include Lizard Lounge, Blue Hills Bank Pavilion, and The Middle East.

Santorini is not a live music destination.

Is Santorini or Boston Better for Resorts?

Santorini
Boston

Santorini is an unbeatable place for its resorts. However, Boston is not a resort destination.

Vacationers flock to Santorini for its luxury resorts. The resorts range from all-inclusive options to resorts with a more local feel. The island is one of the most romantic of the Greek Islands, and the resorts are no exception.

Boston is not a resort destination.

Is Santorini or Boston Better for Scuba Diving and Snorkeling?

Santorini
Boston

Santorini is a good destination for the nearby scuba diving and snorkeling. However, Boston is not a scuba or snorkeling destination.

Grab a mask and fins and explore the underwater scenery in Santorini. Some of the best snorkeling places are found at Red Beach, White Beach, and the less accessible Kambia. One of the island's best diving spots is Caldera Beach.

Boston is not a scuba or snorkeling destination.


Is Santorini or Boston Better for Beaches?

Santorini
Boston

Santorini is a good destination for its beaches. However, Boston is a mediocre city for the beache.

Santorini offers a nice beach destination. The island has many beaches, most of which are made of black pebbly sand that are a result of the island's volcanic history. Popular beaches include Perissa Beach, Kamari Beach, and Perivolos Beach.

You can check out the beach in Boston. There are a few urban beaches in the greater Boston area that you can explore on a nice day.

Is Santorini or Boston Better for its Old Town?

Santorini
Boston

Boston is an unbeatable place for its old town. However, Santorini does not have a historic old town.

With a famous historical old-town, Boston offers plenty to see. Boston is famous for its Freedom Trail, which takes visitors around the city's rich history. The oldest parts of the city are known as Boston Proper and include the neighborhoods of Beacon Hill, Historic Downtown, the North End, and the West End.

Santorini does not have a historic old town.

Is Santorini or Boston Better for Hiking?

Santorini
Boston

Santorini is a good destination for the nearby hiking options. However, Boston is not a hiking destination.

Santorini offers some nice hiking trails. The best hiking trails on the island pass by quaint villages and offers stunning ocean views. You can also hike along the edge of a volcano.

Boston is not a hiking destination.


Is the Shopping Better in Santorini or Boston?

Santorini
Boston

Santorini is notable for shopping. Also, Boston is not as famous, but is still a good city to visit for its shopping opportunities.

Santorini is an extremely popular place for shoppers. Towns around the island are filled with clothing and jewelry boutiques as well as many unique Greek shopping experiences.

Shopping is a popular activity when visiting Boston. Head to Back Bay for some of the best high end shops. There are luxury brands and boutique venues that sell local art or crafts.

Is Santorini or Boston Better for Christmas?

Santorini
Boston

Boston is a great city for its Christmas holiday experiences. However, Santorini does not offer Christmas activities.

Boston is a very popular destination during Christmas. Christmas comes to life in the city with its Christmas Trees, holiday shows, and festivals.

Santorini does not offer Christmas activities.

Is Santorini or Boston Better for Christmas Markets?

Santorini
Boston

Boston is a great city for visiting Christmas markets. However, Santorini does not offer Christmas markets.

Boston has a large number of Christmas markets. There are a number of European style Christmas markets that pop up during the holiday season around town.

Santorini does not offer Christmas markets.


Is Santorini or Boston Better for Families?

Santorini
Boston

Boston is an unbeatable place for its kid-friendly activities. Also, Santorini is not as popular, but is still a nice island for its family-friendly activities.

Boston is an amazing family-friendly city to visit. It's filled with history, but there are also many activities for kids who need a break from all of the historical stuff. Popular activities for all ages include the Museum of Science, the New England Aquarium, and exploring the waterfront, gardens, and parks around town.

Santorini is a family-friendly place to visit. It is a calmer destination than many of the Greek Islands. While it's a great place to relax with kids, the beaches aren't as good as they are on some of the other islands. Most families hang out in Kamari and Perissa Beach.

Is Santorini or Boston Better for Couples?

Santorini
Boston

Santorini is an unbeatable place for romance. Also, Boston is not as famous, but is still a good city to visit for its romantic activities.

Santorini is fantastic couple's destination with fun and romantic activities. It is a dream honeymoon destination that is famous for its picturesque setting and luxury resorts. For many couples, this is a top pick for a romantic trip to the Greek Isles.

Boston makes for a fun place to visit for a couple. Couples who enjoy history will enjoy exploring the city. Take a swan boat ride in the Public Garden and wander the unique route along the Freedom Trail. There are also many sporting and entertainment options around town.

Is Santorini or Boston Better for Backpackers and Budget Travelers?

Santorini
Boston

For backpackers, both Santorini and Boston are nice places to visit.

It's common for backpackers to visit Santorini. The island has its share of 5 star resorts, but if you head a few streets in you'll find some surprisingly affordable accommodation. Backpackers are welcomed on the island and beaches are free, so it's possible to get by on a relatively low budget.

Boston is a good island to visit for backpackers. Like most larger American cities, the city has a handful of hostels to choose from.


Is Santorini or Boston Better for Students?

Santorini
Boston

Boston is an unbeatable place for its student-friendly activities. However, Santorini is not popular with students.

Boston is a great destination for students. It is a city of students, with a number of world renowned universities located here including Harvard University, Boston College, and MIT. Many neighborhoods are filled with students and there are many student-centered activities around town including festivals and an active nightlife scene.

Santorini is not popular with students.

Is Santorini or Boston Better for Public Transit? Which Is Easier to Get Around Without a Car?

Santorini
Boston

Boston is an unbeatable place for times when you don't have a car. Also, Santorini is not as popular, but is still a nice island for its public transit.

Visitors in Boston can get around quickly with the extensive public transit system. There's the T, which is the subway, as well as a trolley, bus, and water transportation system.

Santorini has a few public transit options. There is a bus system, KTEL Santorini Buses, that runs 23 buses during the summer months but only a small fraction of that operate during the winter months.

Is Santorini or Boston a more walkable city?

Santorini
Boston

Boston is an unbeatable place for its high level of walkability. Also, Santorini is not as popular, but is still a nice island for its ease of walking around.

Boston is a very easy city to get around on foot. The many parks and compact neighborhoods are best explored on foot.

Santorini is a somewhat walkable island. Many towns on the island are walkable, including Fira, but the actual island is too large to explore on foot.


For even more information, also check out Is Santorini Worth Visiting? and Is Boston Worth Visiting?.

Should I spend more time in Boston or Santorini?

How long in Santorini or Boston?

In either Santorini or Boston, you'll find plenty of activities to fill your time. Most visitors tend to spend more time in Santorini than Boston because of the overall number of sights and activities. Usually, 3-7 days is a good amount of time for Santorini, and 3-5 days is enough time in Boston.

Families should spend more time in Boston than Santorini. Because of the many family-friendly attractions and fun things to do for kids in Boston, it's a great place to visit with the whole family.

Couples should spend more time in Boston than Santorini. You'll find plenty of romantic sights and fun activities in Boston that are perfect for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Boston than Santorini if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Boston.


  • How many days in Santorini or Boston? Ideal Length of Stay
    Santorini 3-7 
    Boston 3-5

One day in Santorini or Boston?

Many travelers enjoy the scuba diving and snorkeling and shopping when visiting the quaint destination of Santorini. You can also relax and pamper yourself at one of the resorts. But since there are so many activities, you'll likely want to spend more than one day exploring.

People visit Boston because there is so much to do. Visiting the old town is also a must. Since there is so much to do in the area, one day is probably not enough for all of it. It has many unique tourist attractions and fascinating things to do.

A weekend in Santorini or Boston?

Santorini is a great place to explore. With so much to do, a weekend is probably not enough time to see everything. Your budget might influence how long you stay.

People visit Boston because there is so much to do. The old town is one of the main draws for visitors. A weekend is usually not enough time for a trip here as there is plenty to do. This city offers a variety of activities to choose from.

Five days in Santorini or Boston?

It's hard to know how much time to spend in Santorini. For many, it makes a great getaway for five days. People enjoy relaxing at one of the resorts. With all of its activities, you can easily fill five days here. It has many unique tourist attractions and fascinating things to do.

People visit Boston because there is so much to do. The length of your ideal trip is an individual decision. If you have five days, this city makes for a great vacation. Exploring the old town is a popular activity. Most people head to the area for the museums. Five days should give you a good understanding of everything this city has to offer.


A week in Santorini or Boston?

Many travelers enjoy the nightlife and food when visiting the historic destination of Santorini. This island offers a variety of activities to choose from. Travelers enjoy the resorts in the area as well. If you have one week, this is a great place to go. This would be the perfect place to spend one week, as it has just the right amount of activities.

Boston is a popular choice for travelers. Make sure you visit the old town while you're here. One week is usually plenty of time to spend here with extra days to spare. With this much time, visitors often visit nearby destinations or take day trips. It will give you the chance to have new experiences.


For some great organized tour ideas, see The Best Luxury Tours to Greece, The Best Budget Tours to Greece, The Best 10-Day Tours in United States of America, and The Best One Week (7-Day) Tours in United States of America.


Which place is cheaper, Boston or Santorini?

These are the overall average travel costs for the two destinations.

The average daily cost (per person) in Santorini is $188, while the average daily cost in Boston is $255. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Santorini and Boston in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Santorini $100
    Boston $166
  • Accommodation Typical double-occupancy room
    Santorini $200
    Boston $332
Compare Hotels in Santorini and Boston

Looking for a hotel in Santorini or Boston? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Santorini


Hotels in Boston


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Santorini Hotel Prices and Boston Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Santorini $30
    Boston $37

Hired Cars and Shuttles in Santorini

Also for Santorini, here are a few examples of actual transportation services:

  • One-Way Transfer to/from the Port or Airport: $15
  • Santorini Private Transfer From or To Airport: $19
  • Departure Shared Transfer in Santorini Island: $22
  • Arrival Shared Transfer in Santorini Island: $22
  • Shared Departure Transfer: Santorini Hotel to Airport or Cruise Port: $22
  • Santorini shared transfer: $22
  • Private Transfers To/From Airport, Port & Hotels: $22
  • Santorini : Economy Private transfer to all destinations: $22
  • Departure Private Transfer Santorini to Santorini Airport JTR by Sedan Car: $23
  • Private Transfer from Santorini Airport to Santorini : $24
  • Economy Transfers From & To Santorini Port: $24
  • PrivateTransfer from Santorini to Santorini Airport: $24

Typical Local Transportation Prices in Boston

Some typical examples of transportation costs in Boston are as follows:


  • Taxi
    $35
  • Subway Daily Pass
    $9.00

Hired Cars and Shuttles in Boston

Some specific examples of transportation prices in Boston:

  • Luxor Limo Private Transfer and City Tour: $1,195
  • Private Transfer: between Manhattan and Boston: $968
  • Flynn Cruiseport Private Transfer to Boston: $688
  • Round trip Airport Transfer: Logan - Boston: $300
  • Boston Logan Airport (BOS): Private Transfer to Boston city: $244
  • Boston’s Logan International Airport to Providence – Arrival Private Transfer : $170
  • Boston Airport (BOS): Transfer to Flynn Cruise Port Boston: $169
  • Private Transfer in Boston (BOS) Airport/Home/Hotel/Work : $160
  • Limo Private Transfer Boston to Logan International Airport : $160
  • Limo Private Transfer Logan International Airport to Boston: $160
  • Boston Logan Airport (BOS) to Boston - Round-Trip Private Transfer: $158
  • Private Transfer between Boston Logan Airport and Boston City: $150

Is it cheaper to fly into Santorini or Boston?

Prices for flights to both Boston and Santorini change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Santorini $51
    Boston $49

Food Tours and Cooking Classes in Santorini

For Santorini, here are some samples of tours and activities related to meals and dining experiences:

  • Traditional Greek Night live Music & Dinner Show in Santorini: $55
  • Santorini Caldera: Sunset Cruise with Dinner: $70
  • Romantic Sunset Caldera Cruise with Dinner: $70
  • Volcanic Sunset Cruise with Dinner: $81
  • Catamaran Tour with BBQ Dinner, Drinks, and Music: $85
  • Santorini Caldera Sunset Sailing Cruise with Dinner and Wine: $87
  • Volcano and Hot Springs Sunset Dinner Cruise: $97
  • Santorini Cooking Class with Wine Tasting: $108
  • Santorini Volcano Sunset Cruise Including Dinner on Board: $108
  • The Aegean Cooking Class: $109
  • Cooking Class in Traditional cave house in Santorini!: $120
  • Fira: 4-Hour Walking Food Tour With Tastings: $124

Food Tours and Cooking Classes in Boston

Also, here are some specific examples of food and dining related activities in Boston.

  • AM Coffee Walks with Salem Food Tours: $34
  • Boston's North End Pizza & History Walking Food Tour: $49
  • North End Pizza Tour with 3 Slices and Cannoli: $55
  • Boston Delicious Donut Adventure & Walking Food Tour: $70
  • North End Food Experience with Pizza, Meats & Cheese: $75
  • Buffet Lunch or Dinner Cruise on Boston Harbor: $77
  • Boston's North End Small Group Food Tour : $81
  • Ultimate Boston Food Tour: North End & Boston Public Market: $89
  • Ultimate Food Tour of North End & Public Market: $89
  • Union Square, Somerville Neighborhood Food Tour: $90
  • Boston Harbor: Gourmet Brunch or Dinner Cruise: $108
  • Local Gems of the South End Neighborhood Food Tour: $110

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Santorini $39
    Boston $33

Tours and Activities in Santorini

Also, here are some specific examples of entertainment, tickets, and activities for Santorini.

  • Authentic A Self-Guided Audio Tour of Oia: $6.99
  • Megalochori: Lost Atlantis 9D Experience Museum Entry Ticket: $15
  • Skip the Line Lost Atlantis Experience Ticket: $15
  • Akrotiri Archaeological Site Entry Ticket: $16
  • E-Ticket to Akrotiri with Audio Tour on your Phone: $24
  • Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port: $27
  • Volcanic Islands Cruise with Hot Springs Visit: $28
  • Kayak Rental Adventure in Watersports Santorini: $33
  • Santorini Caldera Cruise Tour (Volcano, Hot Springs, Thirassia): $33
  • Santorini Volcano and Hot Springs Tour: $38
  • Santorini Volcano & Hot Springs Tour : $40
  • Santorini Volcano Half Day Tour: $44

Typical Entertainment Prices in Boston

Some typical examples of activities, tours, and entrance ticket prices in Boston are as follows:


  • Two Tickets to Celtics Game
    $101
  • Duck Tour
    $32

Tours and Activities in Boston

Some specific costs of activities, tours, and entrance tickets for Boston are as follows:

  • "Ghosts of Boston" Walking Ghost Tour: $25
  • "Witch Trials" Walking Tour in Salem: $25
  • 1 If By Land Walking Tours: History Walking Tour of Boston: $45
  • 1 or 2 Day Hop-On Hop-Off Trolley Tour with Harbor Cruise Option: $46
  • 1-Day Tour to Portland-Maine from Boston: $175
  • 1692 Salem Day Tour: $32
  • 1692 Salem Night Walking Tour: $32
  • 2 Hour North End 'Little Italy' Walking Tour : $35
  • 2-Hour Beacon Hill True Crime Expert Guided Tour: $35
  • 90-Minute Boston Harbor Sunset Sightseeing Cruise: $43
  • A Bostonian Christmas Tour: $425
  • A Bostonian Christmas Tour: $216

For more ideas for your next trip, check out Free Things to Do in Boston, Must-See Monuments and Memorials In Boston, and The Best Things To Do in Boston with Kids.


Alcohol
  • Alcohol Drinks for one day
    Santorini $28
    Boston $27

Sample the Local Flavors in Santorini

Also in Santorini, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Top Sights Day Trip, Wine Tasting, & Oia Sunset: $63
  • Fira Town Walking Tour with Wine Tasting: $75
  • Visit to a Wine Museum and Wine Tasting in Santorini : $76
  • 2 Hours Private Wine Tasting Tour in Santorini With Pick Up: $87
  • Notos Day Tour through History & Wine Tasting: $98
  • Wine Tour with Sunset in Oia: $107
  • Santorini Highlights Small-Group Tour with Wine Tasting from Fira: $109
  • 5 towns in 5 hours: Santorini Most Popular Tour with Wine tasting: $117
  • 3-Hour Wine Tasting in Santorini : $126
  • Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset: $131
  • Santorini wine tasting and Traditional Cave Settlement Tour: $142
  • Intimate Santorini - Small Group Shore Excursion and Wine Tasting: $142

Sample the Local Flavors in Boston

Some specific costs for nightlife related activities in Boston:

  • Boston Haunted Pub Crawl: $30
  • Haunted Pub Crawl of Historic Pubs and Taverns: $30
  • Boston Ghosts Boos and Brews Haunted Pub Crawl : $34
  • Salem Booze and Brews Haunted Pub Crawl by US Ghost Adventures: $35
  • History Pub Crawl Tour Along the Freedom Trail: $59
  • Boston Small-Group Freedom Trail History Tour Pub Crawl: $60
  • Boston Signature Guided Brewery Tour: $105
  • Guided Craft Brewery Tour with a Snack: $105


When we compare the travel costs of actual travelers between Santorini and Boston, we can see that Boston is more expensive. And not only is Santorini much less expensive, but it is actually a significantly cheaper destination. Since Santorini is in Europe and Boston is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Santorini would let you spend less money overall. Or, you could decide to spend more money in Santorini and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Boston would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Boston than you might in Santorini.

If you're trying to decide if either of these two destinations are within your price range, also see Is Santorini Expensive? and Is Boston Expensive?.


Which is Bigger, Santorini or Boston?

Santorini has a larger population, and is about 2% larger than the population of Boston. When comparing the sizes of Santorini and Boston, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.