11 night Fly Drive - Boston - Cape Cod - Martha's Vineyard

Boston Fly Drive at a relaxed pace

Suggested Itinerary

Day 1

London to Boston

After collecting your luggage and clearing US immigration make your way to the Taj Hotel.

The Crown Jewel of Boston Hotels the Taj is to be your base for the first four nights of your holiday memorable America holiday..

Boston is a dynamic and exciting city offering a wealth of activities to satisfy the interests of young and old alike; sightseeing, shopping, fine dining and exciting nightlife. If you want to explore a good starting point is the Freedom trail, a 3 mile historic walk that takes in all the main sights, alternatively board one of the sightseeing trolley’s, you can jump on and off as you wish if you see something that takes your interest. The family may enjoy a Duck Tour and the shopaholics a morning in Copley Square, a boat trip out into the harbour is always a popular attraction.

Taj Boston

The Crown Jewel of Boston Hotels, renowned for its cherished traditions, classic style and award-winning service, has welcomed guests from around the world since it first opened its doors in 1927. Located at the corner of the fashionable Arlington and Newbury streets Taj Boston overlooks the charming Public Garden acclaimed for its lagoon used for swan boat rides and ice-skating frog pond. Taj Boston is only three miles from Logan International Airport and is also close to major highways and railroad stations.

The hotel underwent a complete restoration in 2002 to celebrate its 75th anniversary. New services and amenities were added and a prized collection of original art and antiques is now on display throughout the hotel.

 Surrounded by art galleries, boutiques and restaurants, Taj Boston is in the heart of it all. The hotel is close to the Theatre District, historic sites and shopping at Copley Place and the Hynes Convention Centre

 Taj Boston’s 273 guestrooms have the ambience of an elegant Boston townhouse enhanced with traditional furnishings and luxurious bedding. The classic décor of Taj Boston’s guestrooms includes rich fabric wall coverings, upholstered sofas and armchairs, armoire and desks with chairs. The colour palette is harmonious blues, gold, celadon greens, beige's and soft rose. Windows open to views of Boston and the hotel’s collection of original art and antiques which are on display throughout the hotel.

All bathrooms have a luxury marble bath, pampering plush bath robes and luxury toiletries. Other convenient services include 24-hour In-Room Dining (charges apply), high-speed Internet (charges apply), two daily housekeeping services, complimentary overnight shoeshine, laundry service (charges apply), evening turn-down, complimentary morning newspaper, Bath Butler and suites with wood-burning fireplaces have the services of a Fireplace Butler and Firewood Menu. Roll-away beds and cribs are available upon request.

Taj Boston offers guests the chance to enjoy everything from Afternoon Tea to award-winning cocktails to innovative and decadent cuisine.

When the legendary 1927 building at the corner of Arlington and Newbury Streets became Taj Boston, a new sense of international style enhanced this landmark. Now Taj Boston welcomes an outstanding Executive Chef to bring the cuisine to a higher level: Franck Steigerwald. He comes to Taj Boston with a philosophy that meticulous attention to the quality and freshness of ingredients is paramount. With this palette, he proceeds to accent each flavour and texture into a fusion that has an East-West motif. Mediterranean flavours merge with Chef Steigerwald’s innovative artistry, creating a signature style.

Day 5

After enjoying your leisurely American breakfast it’s only a short stroll to the Alamo Rent a Car location where you will collect your hire car. Make sure that you are fully familiar with the controls and USA driving regulations before making your way back to the Taj Hotel to collect your luggage.                                                      

Today you have a 75 miles 1½ journey down to Woods Hole. Woods Hole is located at the end of a peninsula and surrounded by water, it’s a wonderful beach getaway and the perfect summer destination, a bustling town packed with waterfront restaurants, quaint local shops and art galleries. To make the most of this relaxing setting hire a bike and ride the dedicated bike path past Surf Drive and marshes of Sippewissett or wander down by the harbour were you will have the opportunity to feast on steamed lobster, oysters and real clam chowder. 

For the next three nights we are suggesting that you stay at the Woods Hole Passage Inn.

Woods Hole Passage Inn

Woods Hole Passage Bed & Breakfast Inn provides you with all the comfort and warm hospitality that Cape Cod Bed & Breakfast Inn's are known for, and represents Cape Cod lodging at its finest!  It is the perfect All-Season Cape Cod Bed & Breakfast where you can relax and enjoy everything New England and specifically, The Cape have to offer, right at your doorstep. 

Intimate breakfast tables surround the Great Room, which is furnished with large, comfortable couches and rocking chairs. In one corner, a table is set with tea and freshly baked cookies for guests to enjoy an afternoon pick-me-up. Another corner holds an entertainment centre with TV/DVD player. All around, the walls are hung with an eclectic array of original art. When you arrive for breakfast, you may find a fire in the fireplace to take the chill off the morning air.

Ideally located near Martha's Vineyard, between the town of Falmouth and village of Woods Hole, it is within walking distance of both bay and ocean beaches. This 5-room inn is the transformation of a century-old carriage house, situated on spacious grounds, surrounded by large shade trees, and well-maintained flower and herb gardens.

Woods Hole Passage offers lodging close to all the summer fun of Cape Cod, Martha's Vineyard, and Falmouth, Massachusetts, including: beaches, sailing, art galleries, restaurants, shops, theatre, film festivals, and the famed Woods Hole Oceanographic Institution. Additionally it provides a restful retreat in the quiet season.

Activities in Woods Hole

Woods Hole is at the end of a peninsula and is surrounded by water. It is a wonderful beach getaway in the summer, and convenient to WHOI, MBL and Martha's Vineyard. Visitors come to relax by the shore, or do business in the area, or to spend a night before crossing over to the Vineyard.

Woods Hole in summer is a bustling town packed with waterfront restaurants, quaint local shops and many activities. There are art galleries, an aquarium, whale watching boats, bikes to rent for the Shining Sea bike path, two wonderful beaches within walking distance, a charming old-fashioned drawbridge to watch sailboats pass through, tennis courts and a great kids park. Boat slips can be arranged in the Eel Pond for visitors traveling with boats and there is much to explore out on the water from Woods Hole including the Elizabeth Islands, Quissett Harbor, Falmouth Harbor and Martha's Vineyard. Visitors come from all over the world for the great fishing here.

The Inn is 100 yards from the Steamship Authority where the ferries leave for Martha's Vineyard. Ferries leave hourly all day long and it the trip across takes approximately 50 minutes. Once on the Vineyard there are world-class shops, fantastic beaches, surfing, golfing, tennis, charming villages and other famous tourist destinations. Read more on mvol.com.

The Inn is three miles from the centre of Falmouth which has a charming Main Street filled with shops and restaurants. Falmouth is known for its annual Road Race (which starts steps from the inn at the drawbridge in Woods Hole), and has a deep water harbor where boats also leave for the Vineyard, and there are fishing tours and boat charters. 

Day 8

Woods Hole is the ferry port for Martha’s Vineyard and today we are suggesting you take a trip back in time and a short 55 minute journey across the water were you will spend the next 4 days of your thrilling holiday. 

Martha’s Vineyard has always been a quiet haven for the rich and famous with its rustic and unspoilt beaches, wildlife refuges, bike trails and quiet roads. A Native American community preserves its identity amid miles of pristine beaches and rolling farmland whilst sea captains’ houses, white picket fences and ice cream shops trim the authentic fishing villages of Vineyard Haven, Oak Bluffs and Edgartown. 

Driving distance: approximately 15 miles 

On arrival in Martha’s Vineyard we suggest you check into the Oak Bluffs Inn, the Inn is located at the top of Circuit Avenue, the main street in Oak Bluffs

Oak Bluffs Inn

The Inn is located at the top of Circuit Avenue, the main street in Oak Bluffs, steps away from dining, shopping, nightlife and entertainment. The beach is a five-minute walk on a sleepy residential street lined with picturesque gingerbread cottages. Head in the opposite direction on the main street and you'll find the harbor. They’re situated directly across the street from two of the finest restaurants on the island where many a familiar face has been spotted, from movie and rock stars to famous politicians and authors.

The Inn features a large wrap around porch where guests enjoy their morning coffee and evening drink of choice. 

All guest rooms include: private bathroom - air conditioning- free Wi Fi - continental breakfast - afternoon refreshments - free off street parking - Anichini linens - Luxury toiletries - white noise machines - beach chairs - beach towels - coolers – irons - hair dryers

Oak Bluffs:

Oak Bluffs MA on the island of Martha’s Vineyard was first settled in 1642 and originally began as the centre for tourism on the Vineyard. It also became a centre of the thriving 19th century Methodist movement and the colourfully ornate cottages in which members built, known as the Gingerbread Cottages. Each August campground members still hold “The Grand Illumination” an event in which residents decorate their colourful cottages with Chinese Lanterns. The evening starts with a community sing-along and band concert and is concluded with the ceremonial lighting of the lanterns.

Oak Bluffs is also the home to the Flying Horses Carousel the oldest platform carousel still in operation. All ages enjoy trying to catch the brass ring on the carousel, in hopes of winning a free ride.

The harbor in Oak Bluffs is a great place to kick back, watch the boats and grab a bite to eat. There is a bustling nightlife in the town of Oak Bluffs as well, with a variety of restaurants, clubs and bars

Day 12

Sadly your fabulous fly drive holiday has reached its conclusion and it’s time to return to Boston.

The journey back to Boston will take you approximately 2½ hours, including the ferry crossing from Marthas Vineyard to Woods Hole, so we suggest you set a leisurely pace perhaps heading for the seaside village of Sandwich for lunch and a stroll before you reluctantly drive to Boston airport returning your hire car to the Alamo depot before checking in for your return flight to the UK.

Flight Boston to London

Link back to: America Fly Drive Holidays


For more information on America fly drive holidays
call Joanne on 01243 779 737