The Breakdown

Here's a day-by-day guide to your itinerary. Feel free to ask us to add other days or ideas and excursions by adding them to your wishlist, so we can give you the best price.

Day 1-3

Boston to Cape Cod

On arrival at Boston’s Logan Airport, collect your car and head for the Cape, a drive of about two hours.

Tucked away on the “elbow” of Cape Cod is Chatham, an upscale summer resort boasting a Main Street with plenty of quirky, non-branded shops and restaurants, a stretch of white sand beach, the Chatham Lighthouse and the Chatham Bars Inn, a luxury Cape Cod oceanfront resort. Spend three nights at this idyllic resort, set upon 25 acres of beautifully landscaped grounds alongside sandy beaches.

Your premier room in the Main Inn is elegant and yet cosy with New England inspired decor, fine linens, marble vanities, l’Occitaine bath amenities and a queen sized bed. The sweeping views of Chatham Harbor and the Atlantic Ocean from your deck or balcony are perfect for a morning cup of coffee or a romantic pre-dinner cocktail as you watch the seals frolic and listen to the lull of the waves.

There are four restaurants so there is sure to be one that appeals to you.  The classically elegant Stars restaurant features signature New England cuisine only rivalled by the stunning panoramic ocean views. The Tavern is cosy and comfortable, with a welcoming bar. The Beach House Grill, on the sands of Chatham Bars Inn private beach, has Cape Cod’s best summertime seats for luncheons, clambakes, and beach parties. Finally there is the Veranda for signature cocktails to be enjoyed with yet another fabulous view.

The Spa at Chatham Bars Inn has oversized treatment rooms with private steam showers, a Vichy shower, hydrotherapy bath; couples massage room, landscaped Japanese Zen gardens, outdoor treatment cabanas and a therapeutic outdoor relaxation pool.

3 nights at Chatham Bars Inn

Day 4-6

Cape Cod to Nantucket

Board the ferry in Hyannis, where you will leave your car as it is really not necessary on Nantucket, for the hour-long trip to this exclusive resort off the coast of Massachusetts and stay at the White Elephant for three nights. Nantucket has been named a National Historic District and has architecturally changed little since the 17th century, as seaside cottages and old-fashioned lamps still line its streets. It is one of the most unique, historic, and visually stunning places in the northeast U.S.

The White Elephant is just across the road from the boat harbour and a very short walk from the many boutiques, galleries and restaurants of Nantucket. The White Elephant has evolved over the years from an eclectic mix of harbour cottages to one of the finest hotels on Nantucket. With its sophisticated guest rooms, suites, garden cottages and magnificent harbour views, you'll find yourself engulfed by a wholly unexpected blend of island charm and sophisticated comfort. Each of the 66 bedrooms is slightly different depending on where it is in the hotel, but they are all lovely! Service throughout the hotel is impeccable, efficient without being obsequious.

You will spend your days exploring this tiny island hideaway or if it is too much effort to leave the hotel, the long chairs are set out on the lawn – perfect for sipping a glass of champagne. If you need to get away from the sun, the huge chairs in the library offer a comfortable alternative or book into the spa for a memorable couples massage.

3 nights at The White Elephant

Day 7-9

Nantucket to Boston

Time to leave your island paradise!  You will return to the mainland by ferry, collect your car and head back into Boston. The Fairmont Battery sits majestically on Boston Harbor. With breathtaking harbour or city views, a spa, champagne bar and many more exclusive amenities, this hotel provides an oasis of quiet, in the middle of lively, cosmopolitan Boston. Drop your car and explore this vibrant city on foot or using the excellent public transport.   

3 nights at the Fairmont Battery

Day 10

Boston to Boston

Take the water shuttle to the airport in time for your flight.

>> <<

The View

A selection of images representing the areas and places you will be visiting to give you a glimpse of what lies in store during your holiday.

>> <<

Now we need to make the perfect holiday for you and give you a quotation.


Whether you would like to book this exact holiday or to tailor-make it to better suit you, please give one of our knowledgeable experts a call on 020 8776 8709 or send us an email.


Alternatively, take advantage of the Wishlist facility; simply add this itinerary, or any particular destinations or hotels to My Wishlist by clicking on the ADD TO WISHLIST buttons on all pages. To make it easier to save and change the details on your Wishlist at any time, why not register with us? You can also just send your completed Wishlist to us at any time; we will then contact you to discuss your holiday further and send you a detailed quotation.


We are here to make sure we tailor-make your holiday to suit your specific requirements and our friendly, knowledgeable staff are all ready to help.


Booking your holiday with us doesn't end when we send your confirmation out to you, either. Talk to us about adding excursions or room upgrades or even restaurant recommendations; we are here to offer advice all the way up to your departure date. Even when you have left the UK, we are still here to help. For example if your flight that we have booked is delayed or cancelled due to ash cloud, strike, etc, it is down to us to re-arrange your travel. We will do everything we can to make sure your holiday runs smoothly. And better still, we are fully bonded with ATOL and ABTA, so your money is completely protected.

Reviews & Feedback

Tell us what you think! Be the first to submit a review or feedback on this item!

Sorry, no reviews or feedback have yet been accepted to this item. Be the first and submit a comment now!


We require your email address in order to verify the review is authentic and to advise you when we have posted your comments to our site. We will only use your email address for processing this review and we never give details to a 3rd party

Tailor-making YOUR perfect holiday

Fully bespoke holidays across Canada

This suggested itinerary is our recommendation but can be tailored to match your requirements

  • We can tailor this trip to suit your specific requirements
  • We can change everything from the hotels & tours to the durations & destinations.