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Beyond Salem

Sailing on Historic Schooner Yacht in Salem, MA

Recommended by 98% of travelers
Badge of Excellence
Salem, USA
High interest
Booked 5+ times today.
  • 2 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Marcus_W ·
Sep 2026
Crew was fantastic. It was an amazing experience to go sailing on a schooner and to be out on the ocean with no engine noise or exhaust, no wake from a propeller, experiencing sailing as it has been done for centuries and millennia before the modern era. Truly a relaxing and a must-do life experience. I highly recommend it and would live to do it all over again myself!
· Daniel_J ·
Aug 2026
What a beautiful ship and amazing crew! My sister and two nephews had such a wonderful afternoon aboard. The youngest (9) was especially obsessed with going below deck to use the latrine, while the eldest (14) took many photos and videos. We had a wonderful time. Salem harbor is such a gem.

Overview

Set sail at along the Massachusetts' North Shore, during your visit to Salem. Board the historic schooner yacht What and If and drift along the coastline, taking in the sights of Salem. Relax on the deck or take a turn at the wheel of this beautifully restored classic sailing yacht, which was built in 1939 by General George Patton. Soft drinks and bottled water are provided, and a cash bar is available on board.
  • Sailing trip aboard a classic schooner yacht in Salem
  • Ideal for couples or travelers celebrating a special occasion
  • Unobstructed views of Salem's coastline from a boat on the bay
  • Choose from multiple departure times to best suit your schedule

What's Included

  • Bottled water
  • Gratuities
  • Alcoholic Beverages
    Full Bar available for purchase onboard!

Meeting and Pickup

Meeting point

  • 10 Blaney St, Salem, MA 01970, USA

    The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.

End point

This activity ends back at the meeting point.

Itinerary

1

Sunset Sail Salem

20 minutesAdmission Ticket Included

2

Salem

20 minutesAdmission Ticket Free

Marblehead (Pass By)

Misery Islands (Pass By)

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Child rate applies only when sharing with 2 paying adults
  • Children must be accompanied by an adult
  • Stroller accessible
  • Service animals allowed
  • Collapsible wheelchairs with removable wheels can be accommodated providing the passenger is accompanied by someone who can assist them board and disembark
  • Operates in all weather conditions, please dress appropriately
  • Infants must sit on laps
  • Most travelers can participate
  • Gangway may have steep inclines varying with the tide, take care when heading down to the ship
  • This tour/activity will have a maximum of 28 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Featured review

Jennifer_P
I have been on many boats in my life and this was truly one of the best experiences. The Malabar was stunning, the crew was amazing, and the views around the Salem harbour were spectacular. The history of the vessel was fascinating and Captain Seth answered everyones questions with such knowledge and passion. Not to mention the dark and stormies they made us were really delicious. This was the perfect way to spend my husband and my anniversary. I would 10/10 reccomend this experience.

Reviews

4.9
based on 265 reviews
Total reviews and rating from Viator & Tripadvisor
Sort by: Most insightful

Serene experience--a quiet afternoon away from the hustle and bustle of Salem MA.

Fred_S, Sep 2026
This is a peaceful voyage around Salem Harbor. There is no narration, no "historical tour" simply the chance to see the serene beauty of the harbor and to relax on a schooner under sail.

Sailing on the When and If

Marcus_W, Sep 2026
Crew was fantastic. It was an amazing experience to go sailing on a schooner and to be out on the ocean with no engine noise or exhaust, no wake from a propeller, experiencing sailing as it has been done for centuries and millennia before the modern era. Truly a relaxing and a must-do life experience. I highly recommend it and would live to do it all over again myself!

Absolutely a Five Star Experience

Sharon_B, Sep 2026
Fabulous! This experience far exceeded my expectations. The captain and crew were fantastic. It was fascinating watching how they brought the sails up and down, and how they navigated. They even let some volunteers help if they wanted to. The two hour cruise went so smoothly. I am definitely going to come back next summer!

The crew was friendly and...

Lucianna_B, Sep 2026
The crew was friendly and hospitable and the ride was fun! Just the right amount of time. If going on an outing in September you may need a light jacket!

We had an excellent time....

Tim_W, Sep 2026
We had an excellent time. The crew were knowledgeable and engaging, and made the excursion a lot of fun.

We had such a wonderful...

Lori_T, Sep 2026
We had such a wonderful time sailing with the crew on the When and If! We sailed on a windy day, which really helped us to see the skill and care the team took to insure a safe and fun experience for us all. The views were absolutely beautiful, and each member of our family had a fantastic time.

Great experience and value!

Stacey_G, Sep 2026
This was so much fun and very relaxing! Make sure to bring a jacket because it gets chilly on the water, and maybe a hat/beanie.

Skillful crew and fun times

Jessica_W, Sep 2026
Amazing crew- very adept at handling the boat and sails. Felt confident we were safe the entire time even with the amount of wind that was coming in. Fantastic bar. Would do it again

Perfect Sail

Luz_G, Sep 2026
Incredible, captain was incredibly knowledgeable and kind. His staff poured great drinks and kept them flowing. He also made sure a bachelorette party had the opportunity to do an epic photo op at the helm of the boat. And was diligent about watching out for the safety of all aboard.

A Must Do while in Salem, Excellent experience !!

Kevin_E, Sep 2026
The Crew was very good at keeping the ship and everyone onboard safe. They made everyone feel welcomed and answered all our questions. Gave us excellent instructions at the beginning to the end of our trip. The crew took time to share their experiences with sailing that made the trip more exciting. Our whole family enjoyed the sailing trip and would recommend it for your family time together. To the Crew thank you for the great experience.

A beautiful day on the water

Donna_N, Aug 2026
E went out on the water with the crew on an exceptionally beautiful day The crew was knowledgeable and helpful. I have some mobility challenges and they made sure I could get on and off the boat safely. They offered to have people help hoist the sails. If we had questions about landmarks, they answered them. The drinks were well made. The crew members took time to talk to us and find out about our interests. Overall it was a relaxing 2 hours and quite a pleasant way to spend an afternoon!!

Not good

James_Y, Aug 2026
Very lame crew on boat drinks sucked no booze in them didn’t explain anything were we going anything about boat

Old ladies

Jerri_K, Aug 2026
Crew is friendly. Drinks are not free but they dont tell u that. It appears to be free. Beatiful day and great wind.

What an amazing way to...

Alanna_o, Aug 2026
What an amazing way to spend the afternoon! The ship is beautiful and the crew is amazing! I would definitely recommend this to anyone who wants to get out on the water!

Great Experience!

Hannah_F, Aug 2026
So much fun! Drinks for sale, great crew on deck, a beautiful boat, and a very enjoyable experience!

Excellent!

Melinda_M, Aug 2026
This sail is a very relaxing and refreshing experience. The crew is excellent, very welcoming, warm, friendly and easy going, just the way it should be:). The yacht was clean and they had blankets for us as it was a chili August afternoon on the water. I will definitely love to do it again and recommend anyone to do this activity!

Must do in Salem!

Janell_G, Aug 2026
This was an amazing experience! Highly recommend for all ages! It is just a relaxing cruise around the Salem area.

This was a great addition...

Amanda_K, Aug 2026
This was a great addition to our time in Salem. Seth and his crew were very welcoming and we had a very relaxing sail. The kids loved learning about the boat and helping to raise the sails. Highly recommend this trip!

Great boat, the staff...

lisa_c, Aug 2026
Great boat, the staff were all very kind, informative and fun. The drink choices at the bar were more than we expected. We had a very nice and relaxing time. I would highly recommend this trip.

A fun family sail…

Daniel_J, Aug 2026
What a beautiful ship and amazing crew! My sister and two nephews had such a wonderful afternoon aboard. The youngest (9) was especially obsessed with going below deck to use the latrine, while the eldest (14) took many photos and videos. We had a wonderful time. Salem harbor is such a gem.

Awesome

Patricia_G, Aug 2026
We absolutely loved this trip, it is a wonderful experience for visitors to the city of Salem. The ship is beautiful and the captain and crew were excellent. Highly recommend, good value for the money!

Well worth the time and money

Samantha_F, Aug 2026
The crew was excellent and Seth our captain was amazing with my nieces they keep talking about how cool he was. It was the highlight of there trip. Barbara and JP made amazing drinks and manning the boat . Well worth the money and your time on vacation. Would definitely do it again.

Historic sail

Samantha_L, Aug 2026
Gorgeous historic boat out for a sunset sail with drinks in a lovely harbor. You really shouldn’t make people type a minimum that’s lame I almost cancelled the review but it really was a good sail

Amazing experience!!...

Carolyn_S, Aug 2026
Amazing experience!! Captain Seth and the crew were wonderful!! The views were breathtaking!!! I highly recommend this cruise!

Sunset Sail

Michelle_F, Aug 2026
My husband and I enjoyed this trip tremendously. It was so nice to get away from the busy city and relax in the water. The sunset was incredible. Captain Seth and crew were great.... very personable. We enjoyed the history of the schooner. Thank you for a great time!

Fun.

KarenG_L, Aug 2026
Throughly enjoyed. Excellent crew and encouraged guest participation. We were on the Malabar X Sailing was perfect!

This is a relaxing sail...

Katrina_S, Aug 2026
This is a relaxing sail with beautiful views of the shoreline. The crew was very friendly and personable. Although this is a historic ship, this is not a history excursion. It is truly a relaxing, enjoyable time on the water.

The website made me book...

Steven_M, Jul 2026
The website made me book a child. I couldn't chose "0" for children. Everything else was great. The staff were knowledgeable and the cruise was great.

Vacation

April_L, Jul 2026
Very friendly crew and they are very good to the passengers always checking in on you asking if you need anything. It was a great experience and we will do it again.

Great Cruise!

Maureen_R, Jul 2026
We were on a sunset cruise, got a dazzling sunset, some perfectly crafted cocktails, and a smooth cruise out to the Atlantic! Highly recommend!
Member Pricing
From

$55.51

per person
Was $58.44(-5%)

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 30 days in advance.