Martha’s Vineyard is a coastal paradise brimming with history, charm, and pet-friendly activities. Whether you’re planning a weekend getaway or an extended stay, getting there has never been easier, especially when you fly with Tradewind Aviation. Below, we’ll break down the best ways to travel to the island, highlight why flying with Tradewind is the ultimate choice for you and your furry friend, and share some of the island’s best dog-friendly spots.
Two Ways to Get to Martha’s Vineyard
1. Ferry from Woods Hole or Hyannis
The ferry is one of the most common ways to reach Martha’s Vineyard, but there are some downsides, especially if you’re driving. First, you’ll need a reservation for the ferry, and these can be tough to get, especially during peak season. Add in the Cape Cod traffic, and it can be stressful to make it there on time. The ferry is also not cheap—during peak season, expect to pay a hefty price, as they charge per vehicle and per person. Pets are allowed but usually need to stay in a carrier or be leashed, and some areas may be off-limits to them.
2. Fly Tradewind Aviation from Westchester
For a luxurious, stress-free journey, Tradewind Aviation is by far the best option. Flying from Westchester to Martha’s Vineyard with Tradewind pets up to 100 pounds fly free, which is a HUGE bonus! Your dog can relax outside of a carrier, saving both of you from the discomfort of standard airline pet restrictions. Tradewind’s private terminal also allows you to avoid the hassle of crowded airports, and you’ll arrive in style, making this the ultimate way to save time and travel comfortably. Parking is also FREE, and right next door to the terminal, unless you choose to valet.
Dog-Friendly Things to Do on Martha’s Vineyard
Once you’ve arrived on the island, you and your dog will find plenty of ways to enjoy the island’s natural beauty and historic charm.
1. Explore the Cobblestone Streets and Dog-Friendly Boutiques
Stroll down Martha’s Vineyard’s historic streets, filled with quaint boutiques that welcome both you and your furry friend. Many shops even sell pet-related items, so be sure to pick up a cute keepsake!
2. Outdoor Dining with Your Dog
Several restaurants on the island offer dog-friendly patios, so you can enjoy a delicious meal without leaving your dog behind. Fresh seafood, ocean breezes, and great company—it’s the perfect combo!
3. Cranberry Bogs and Nature Preserves
Enjoy a scenic walk through the cranberry bogs, part of a larger nature preserve. These peaceful paths are great for a leisurely stroll with your dog, offering beautiful views and a tranquil escape. Keep your pup leashed to protect the environment.
4. Dog-Friendly Beaches
What’s a trip to Martha’s Vineyard without hitting the beach? Visit Lobsterville Beach or Tashmoo Beach, where dogs are welcome to run, play, and swim in the surf. Just remember to check local regulations on leash rules!
5. Hiking & Biking Trails for Dogs
If you’re craving adventure, Martha’s Vineyard has some incredible dog-friendly trails. The Manuel F. Correllus State Forest offers wooded paths for a shaded, peaceful hike. For something more coastal, try one of the many ocean-view trails that allow pets.
6. Visit The Black Dog Tavern
No trip to Martha’s Vineyard is complete without a visit to The Black Dog Tavern. This iconic spot, which originally opened in 1971, is not just known for its great food, but also for its dog-friendly attitude. It was inspired by a black lab named “Black Dog,” making it a must-visit for dog lovers! You can grab a meal with harbor views while your pup relaxes beside you, or stop by the nearby Black Dog shops for some fun souvenirs, including plenty of pet-themed items. This is a quintessential Martha’s Vineyard experience you won’t want to miss!
Why Martha’s Vineyard also Shines in Fall, Winter, and Spring?
While summer is the most popular time to visit, the true charm of Martha’s Vineyard often reveals itself in the off-season. In fall, the island is transformed into a beautiful palette of autumn colors, perfect for peaceful hikes and scenic beach walks with your dog. The cool, crisp air and vibrant foliage create an inviting atmosphere for relaxed exploration without the summer crowds.
During winter, Martha’s Vineyard becomes a quiet, magical escape. The serene, empty beaches and charming inns provide a tranquil retreat for you and your pup, offering a unique, intimate experience of the island’s natural beauty.
Spring breathes new life into the island, with blooming landscapes and the return of outdoor dining and activities. It’s an ideal time to explore with your dog as everything begins to come back to life, but with a quieter, more exclusive feel before the summer rush.
Each season outside of summer offers a different kind of luxury: a more intimate, relaxed, and scenic getaway where you can enjoy the island’s beauty without sacrificing any of the upscale experiences. Whether it’s a fall foliage walk, a quiet winter escape, or a rejuvenating spring break, Martha’s Vineyard in the off-season offers a refined, tranquil way to experience the island at its best.
Ready to Go?
Whether you’re looking to explore historic streets, relax on dog-friendly beaches, or hike through scenic trails, Martha’s Vineyard offers a perfect blend of adventure and relaxation for dog lovers. And when it comes to getting there, nothing beats the convenience and comfort of flying with Tradewind Aviation. Save time, fly in style, and let your dog enjoy the journey just as much as the destination.
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