Boston Escape With Martha’s Vineyard And Nantucket | September 2027
5-Day Tour | Round Trip From Boston
September 2, 2027–September 6, 2027
Escape to New England and explore the rich history, charming towns and beautiful coastlines. Begin your journey in Boston — a city where historic landmarks meet modern architecture. Stroll along the Freedom Trail and browse the many vendors, kiosks and eateries in Quincy Market. Leave the hustle and bustle of the city behind as you visit the picturesque island of Martha’s Vineyard. Discover the Pilgrim and Indigenous history of Plymouth and the Mayflower II, then indulge in exquisite seafood, shop local boutiques and wander the scenic marinas of Nantucket.
Follow in the footsteps of America’s forefathers as you explore the history, culture and natural beauty of Boston and beyond.
Call To Learn More
US/Canada: 800-579-6178
International: +44 1524 386423
Our hours of operation are Monday–Friday from 9 a.m.–6 p.m. ET.
Tour Snapshot
Stay
5 Days
4 Nights
Meals
4 Breakfasts
3 Dinners
Activity Level
Activity Level: 2
Pace Level: Moderate
Learn More
Travel Style
Motorcoach
Trip Highlights
- Historic Boston landmarks — Freedom Trail, Old North Church, Faneuil Hall and more
- Plymouth — Plymouth Rock, Mayflower II, Plimoth Patuxet Museums and lobster dinner
- Martha’s Vineyard at your leisure
- Nantucket excursions and leisure time
- John F. Kennedy Memorial
Tour Inclusions
- 4-star hotel accommodations in Boston and Hyannis
- Daily breakfast and select dinners
- Admission to included attractions
- On-tour motorcoach transportation with Wi-Fi
- Gratuities
- HGV host, tour director and local guides
- Airport transfers on arrival and departure days
Daily Itinerary
Day 1: Thursday, September 2, 2027 | Arrive in Boston, Massachusetts
Welcome to the Cradle of American Independence — Boston. Here, centuries-old history meets an energetic, contemporary cityscape.
Enjoy an afternoon walking tour of iconic landmarks as you discover the places that played a pivotal role in America’s early history. Visit Boston Common, the Old State House and the Old North Church where Paul Revere received the signal that sparked his famous ride. Continue along the Freedom Trail, explore Faneuil Hall and enjoy free time to browse the shops and food stalls at Quincy Market.
In the evening, enjoy a welcome dinner with your HGV host and fellow travelers at a local restaurant.
Accommodations: Hilton Boston Park Plaza or similar
Meals Included: Dinner
Day 2: Friday, September 3, 2027 | Plymouth Rock, Plimoth Patuxet Museums, Mayflower II and Lobster Dinner
In the morning, journey south to the coastal town of Plymouth. Founded in 1620 and known as “America’s Hometown,” Plymouth marks the first permanent colonial settlement established by the Mayflower Pilgrims.
Visit the legendary Plymouth Rock before exploring the daily life of the Pilgrims and the contributions of the Indigenous Pokanoket people at Plimoth Patuxet Museums. Continue to the Mayflower II vessel, a full‑scale reproduction of the ship that crossed the Atlantic in the 1600s.
Your historic journey concludes in Hyannis, where you’ll check into your accommodations and join your host and fellow travelers for a lobster dinner at a local restaurant.
Accommodations: DoubleTree by Hilton Hotel Cape Cod – Hyannis, or similar
Meals Included: Breakfast and Dinner
Day 3: Saturday, September 4, 2027 | Ferry to Martha’s Vineyard and Time at Your Leisure
Start the day with a scenic ferry ride to Martha’s Vineyard. Enjoy time at your leisure to explore the charming villages, quaint shops, historic homes and pristine beaches.
Return to Hyannis for an evening at your leisure.
Accommodations: DoubleTree by Hilton Hotel Cape Cod – Hyannis, or similar
Meals Included: Breakfast
Day 4: Sunday, September 5, 2027 | Nantucket Free Time and Guided Tour, John F. Kennedy Memorial and St. Francis Xavier Parish
In the morning, board another scenic ferry ride to Nantucket. Enjoy leisure time for lunch, taking time to stroll along the cobblestone streets, indulge in fresh seafood, browse local boutiques or relax by the picturesque harbor. In the afternoon, join an expert guide for a tour of areas shaped by the island’s strong Quaker influence.
Return by ferry to Hyannis to visit the John F. Kennedy Memorial and the St. Francis Xavier Parish before enjoying a farewell dinner with your host and fellow travelers.
Accommodations: DoubleTree by Hilton Hotel Cape Cod – Hyannis, or similar
Meals Included: Breakfast and Dinner
Day 5: Monday, September 6, 2027 | Adventure Ends in Boston, Massachusetts
Your New England adventure ends with breakfast at your hotel and a transfer to Boston Logan International Airport.
Meals Included: Breakfast
Extend Your Vacation
Pre-Trip Extension: Arctic Explorer: Iceland, Greenland and Canada
For more details, please contact us.
Points for Travel
Any combination of permitted points and cash or credit card may be used towards a Hosted Trip vacation.
- HGVClub Members, Members of The Club, Embarc and Extraordinary Escapes Members, click here to learn more.
- Bluegreen Vacation Club Members, click here to learn more.
Trip Cost
From $3,999/£2,960 per person, based on double occupancy
Book by March 26, 2027, to secure your spot.
Single and triple accommodations may be available upon request; call for special pricing.
Call To Book Your Hosted Trip
US/Canada: 800-579-6178
International: +44 1524 386423
Our hours of operation are Monday–Friday from 9 a.m.–6 p.m. ET.
Terms and Conditions
HOSTED TRIPS POINTS FOR TRAVEL: Reservations must be booked by March 26, 2027. Nonrefundable, nontransferable deposit of $500/£375 per person is due at the time of booking. Final payment due by May 7, 2027. Any combination of permitted points and cash or credit card is an applicable form of payment towards a Hosted Trip vacation. Point values applied under this benefit are subject to change and may vary based on tier level. All trips are subject to availability and will be conducted in English. All participants are required to sign the General Activity Release and Indemnification Agreement acknowledgment and to complete the Globus Guest Acknowledgment online process. Price is per person based on double occupancy, land tour only, for tour dates outlined above. Fares shown are in U.S. dollars and British pounds for new reservations only and are subject to availability. Prices, additional fees, itineraries and availability are subject to change without notice. Certain terms, conditions and restrictions may apply. Please call us at 800-579-6178 or +44 1524 386423 for additional information.
Hosted Trip package includes all Globus inclusions plus these additional inclusions: some meals; one ticket per paying passenger for included excursions as noted in itinerary which may require an extra waiver to participate and have other restrictions/qualifications based on height, age and weight; on-tour motorcoach transportation; gratuities for Globus tour director, tour guides and drivers; taxes; and airport transfers. Boston arrival transfers are included on the tour start date of September 2, 2027, and Boston departure transfers are included on the tour end date of September 6, 2027, provided Guest arrival and departure flight or alternative travel details are received at least 90 days prior for domestic travelers and 120 days prior for international travelers before tour commencement. Not included: airfare; airline baggage fees; airport or departure taxes; travel insurance; car rental; gratuities for hotel housekeepers; alcohol, beverages and food outside the contracted Globus menu as presented at a dining venue; optional excursions; and all other items of a personal nature.
Tour itinerary activities in this region may be subject to favorable weather conditions. Alcoholic beverages are only available to travelers who are 21 years or older. Hotels may differ from those listed by the tour provider, but the accommodations selected are of equivalent standard. Your hotels will be available in your final documents approximately 2-3 weeks prior to departure. No compensation is provided for alternative hotel stays not listed in the tour provider’s documentation.
U.S. travelers must be REAL ID compliant to board domestic flights and access certain federal facilities. Travelers without an acceptable form of ID must pay a fee. Entry requirements may vary for passport holders from other countries. International visitor entry requirements are subject to change at any time. In addition to passport and visa requirements, some countries may have additional requirements. It is the responsibility of the traveler to obtain and pay for all required entry documents prior to travel. U.S. citizens, please refer to the travel.state.gov website for additional information, and non-U.S. citizens, please refer to your country's authority. Any requirements imposed by countries visited or traveled through are the responsibility of each traveler, and Great Vacation Destinations, Inc. cannot be held responsible for failure to comply or qualify for entry.
GLOBUS: This is a Globus-provided tour being sold by Great Vacation Destinations, Inc. Please visit Globus’ website for full terms and conditions.
GREAT VACATION DESTINATIONS, INC. (GVD) is a full-service travel agency that is a Seller of Travel providing vacations to Hilton Grand Vacations Members and Guests located at 6355 Metrowest Blvd., Suite 180, Orlando, Florida 32835. GVD is a licensed Seller of Travel in Washington, registration no. 602-283-711; Fla. Seller of Travel Ref. No. ST37755; ARC registration no. 15-72225-4; and California registration no. CST# 2068362-50 (registration as a Seller of Travel does not constitute approval by the State of California). Void where prohibited or restricted by law and/or where state registration requirements have not been met.
