Martha’s Vineyard
August 20-23, 2027 | $2750
There is a reason Martha's Vineyard has been the summer sanctuary of the sophisticated and the soulful for generations. This magical island has a way of slowing everything down, turning every moment golden, and reminding you that the sweetest luxury of all is simply being present.
What’s Included:
-3 nights stay at Summercamp Hotel in Oak Bluffs, Massachusetts
-Accommodations with 2 guests and 2 beds per room
- Roundtrip ground transportation from a Boston area hotel to the Woodshole ferry (hotel to be provided closer to departure)
-Roundtrip Ferry Ticket
-Roundtrip ground transportation from the Woodshole ferry to Summercamp hotel
-Welcome Dinner
-Farewell Dinner
-African American Heritage Tour
-On-site trip host
-Roommate Matching
-Sip, See and Soar Welcome Gift
-Sip, See and Soar Email Support
-Pre-departure group video call
What’s Not Included:
-Flights
-Boston hotel stay
-Travel insurance
-Solo room occupancy
-Gratuities
-Meals except where noted on the itinerary
-Personal items
Tentative Itinerary:
Travelers are requested to fly into Boston Logan Airport on Thursday, August 19th, 2027 and arrange a 1 night stay at a Boston area hotel. The hotel stay in Boston is not included in the trip costs. A recommended hotel will be shared with the group.
Day 1 - Friday, August 20, 2027
You’ve arrived and Martha’s Vineyard is waiting for you.
-Depart with the group from a Boston area hotel before Noon.
-Group Transfer to Woodshole Ferry
-Group Transfer from the ferry to the hotel
-Hotel Check-in and relaxation at the property in Oak Bluffs
-Fabulous Welcome Dinner to meet your travel mates and kickoff a great weekend ahead.
Day 2 - Saturday August 21, 2027
Sunrise with the Polar Bears +African American Heritage Trail Tour
There is no better way to fully embrace the spirit of Martha's Vineyard than with a sunrise polar bear plunge into the gorgeous Atlantic Ocean. In the afternoon enjoy a guided island tour to learn about the historic contributions of African Americans on the vineyard from a local expert. As night falls, you can take advantage of the vibrant nightlife options that the Vineyard has to offer.
Day 3 - Sunday, August 22, 2027
Inkwell Beach + Leisure Time + Farewell Dinner
Today is all yours. Bike through the stunning island landscapes, hunt for hidden gems in the boutiques of Edgartown and Vineyard Haven, or stretch out on the beach with a good book and an even better cocktail. However you choose to spend it, soak up every last drop of that Vineyard magic before we gather together for a beautiful farewell dinner to celebrate the most unforgettable escape of the summer.
Day 4 - Monday, August 23, 2027
Group Departures
All good things must come to an end, but the friendships, the memories, and the undeniable magic of Martha's Vineyard? Those you carry home with you forever. Included:
-Group Transportation from the hotel to the ferry
-Ferry ticket
-Group Transportation from the ferry to the Boston Logan Airport
-Transportation times will be coordinated and shared by the trip host in advance of the trip.
-Travelers are asked not to book flights before coordinating schedules with Sip, See & Soar.
Additional Information:
Payment Policy: A non-refundable $400 deposit is required to secure your spot on this trip. Monthly payments of equal amounts through July 2027 are required unless paying in full.
Refunds: Trip deposits and payments are non-refundable and non-transferable. For this reason travel insurance is highly recommended to protect your investment.
Airport: Travelers will arrive and depart from Boston Logan Airport (BOS).
Roommate Matching: If a roommate is needed, please indicate this on the Travel Questionnaire that you will receive via email after the deposit is paid.
Itinerary: The final itinerary will be shared with travelers 30 days before departure.
Terms and Conditions : Please read the T&Cs linked below.