Call: (508)228-3201   |   Email:

35 Old South Road, Nantucket MA 02544

Sheila O'Brien

(508) 228-3201



Sheila purchased Swains Travel in September of 1984. Since then, through her client centered philosophy, travel expertise, and the destination knowledge of herself and coworkers the agency has grown and prospered in a very competitive business environment for over 30 years.

She attributes the success of the agency to her belief in, and the practice of, placing client’s needs first as well as exceeding their expectations for service, travel and destination knowledge. She enjoys working directly with her clients from the planning stages through to the clients’ evaluation of their travel experiences.

Sheila has traveled to many places…. by land, air, and sea. She has cruised extensively with many different cruise lines to Alaska, the Panama Canal, Mexico Caribbean and Greek Islands. She has enjoyed 3 Fabulous Barge Cruises, with a range of 4 to 20 guests on each Barge Cruise. The Barge trips have included the Loire Valley, Champagne Regions of France, most recently Provence. All were outstanding! Ireland, Scotland, England Wales are also on the top of her list, she cannot say enough of each destination and the people.

Sheila has traveled extensively to Italy, particularly loving the Amalfi Coast, visiting the magnificent towns of Positano, Sorrento, Amalfi, as well as the Isle of Capri. She truly loved renting a Villa in Tuscany with friends and exploring the Tuscan Country side, with visit to small towns and Vineyards. Not to mention, Rome, Florence and Venice!!

About every other October, Sheila organizes and personally escorts a group trip of her friends and clients who we call the “Gusty Ladies” to a new destination. What seems to be the most popular with the “Gutsy Ladies “is European River Cruising the “Gusty Ladies” have cruised on the Danube & Rhine Rivers and the Amsterdam Tulip Time Cruise with AMA Waterways This is such a FABULOUS way to see Europe, with usually less than 100 guests on board. The attention to details, wonderful cuisine, excited day trips visiting quaint villages and the castles along the rivers are just Spectacular! Some other destinations have included Cinque Terre, Portofino- Italy, England, Amsterdam, Paris- France, Scotland, Wales and the Greek Islands Sicily just to name a few.

She has arranged and escorted trips for the Nantucket Historical Association to the Azores & New Zealand. and also a trip for the Maria Mitchell Association to the Galapagos Islands.

In the fall or winter season, Sheila has been known to head off to the Caribbean, Hawaii or Costa Rica. It is hard to say what Sheila’s favorite destination is as there are so many.

Sheila has achieved the highest levels of accreditation in the travel industry… including Master Cruise Counselor and Certified Travel Counselor.

She looks forward to helping you plan your next vacation. Feel free to contact her or stop by to meet her… She welcomes your visit or email


Italy, Caribbean, Mexico, Alaska
Travel Types:
Cruise, Tour