Charter Flights to the Vineyard: The Best Time to Go (and Why You Should Charter)
- Renee Perkins
- 5 days ago
- 2 min read
There’s a reason Martha’s Vineyard tops so many summer travel lists—it’s a place where coastal beauty, small-town charm, and relaxed luxury meet. Whether you’re planning a weekend escape, a family trip, or a group celebration, flying by private charter turns your Vineyard getaway into a stress-free, scenic experience from start to finish.
When’s the Best Time to Visit?
Late spring to early fall (May through October) is peak season on the Vineyard, and each month offers something unique:
May–June
Fewer crowds, mild temperatures, and the island slowly waking up from winter. Shops, restaurants, and trails open their doors for the season, and the pace is relaxed.
July–August
High summer means perfect beach weather, a vibrant social scene, and bustling shops. From farmers’ markets to harborfront dining, the island is full of life.
September
A local favorite. Warm ocean water, thinner crowds, and the first hints of fall color make this one of the most magical months to visit.
October
Quiet charm sets in, with stunning foliage and cozy getaways before winter. It’s the perfect time for peaceful walks, fireside dining, and a slower pace.
Why Chartering Makes All the Difference
1. No Traffic
Skip the Cape Cod congestion entirely and head straight to island time.
2. Maximum Flexibility
Need to leave early? Want to extend your stay? We work around your schedule, not the other way around. Weekend escapes, extended holidays, and same-day round trips are all possible.
3. Ideal for Families & Groups
Traveling for a wedding, reunion, or group getaway? Our nine-passenger aircraft make it easy for everyone to arrive together, without the hassle of multiple ferry tickets or connections.
4. Pet-Friendly Travel
Four-legged travelers are welcome. Bring your pup along for beach walks and waterfront adventures; we’re happy to accommodate pets on board.
The Vineyard is Closer Than You Think
From Boston, New York, Connecticut, or anywhere in the Northeast, Martha’s Vineyard is just a short hop away when you charter with Gull Air. Add in breathtaking aerial views of the coastline, and the journey becomes part of the adventure.
Start Planning Your Island Escape
Whether you’re headed to Edgartown for a romantic weekend, Chilmark for a family reunion, or Oak Bluffs for a bit of adventure, Gull Air makes getting there seamless and stress-free.
Contact us today or learn more to plan your private charter to Martha’s Vineyard.
📞 (508) 228-1230
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