Discover the Best U.S. Islands to Visit in Autumn: Fall Getaway Guide

Autumn brings a unique beauty to the U.S.’s most stunning islands. As the summer crowds disappear, these destinations become peaceful havens filled with vibrant fall colors, cooler temperatures, and seasonal festivals. From the golden shores of Martha’s Vineyard to the misty San Juan Islands, autumn is the perfect time to explore these islands’ natural beauty, history, and local culture. Let’s dive into the best U.S. islands to visit in autumn, each offering a unique seasonal charm and exciting must-do activities.

1. Martha's Vineyard, Massachusetts

Martha’s Vineyard is known for its summer getaways, but autumn brings a quieter, more peaceful side to this charming island. The golden hues of fall foliage, crisp air, and empty beaches offer a serene atmosphere for outdoor activities and scenic drives. With its quaint villages, historic lighthouses, and farm-to-table food scene, the island in autumn is perfect for those seeking a more relaxed pace. It’s also the season for local festivals, where you can savor the flavors of freshly harvested produce and seafood while enjoying the island’s natural beauty.

1. Bike the Vineyard's Scenic Trails

Biking through Martha’s Vineyard in autumn offers a peaceful way to explore the island’s natural beauty. The bike paths, lined with colorful trees and open fields, are less crowded, allowing for a quiet, scenic ride. The cool air makes it the perfect season to cover more ground, from Edgartown to Katama Beach.

• Location: Starting in Edgartown, explore trails that connect the island’s charming towns and coastline.
• How to get there: Rent a bike from Martha's Vineyard Bike Rentals in Edgartown, or bring your own via ferry.
• What’s special in autumn: Fall colors light up the island’s meadows and coastlines, offering quieter, cooler rides with fewer crowds than in summer.
• Local tip: Head towards Katama Beach or Chappaquiddick for scenic, peaceful routes, and stop at local farm stands for seasonal treats along the way.

2. Visit the Gay Head Cliffs

The Gay Head Cliffs in Aquinnah are a must-see landmark on Martha’s Vineyard. In autumn, the cliffs are a stunning contrast against the bright blue skies and the deep hues of the fall foliage. This natural wonder, combined with the crisp sea breeze, offers a refreshing autumn experience.

• Location: Aquinnah, on the western side of the island.
• How to get there: Drive or take a bus from Vineyard Haven or Oak Bluffs.
• What’s special in autumn: The iconic red and white cliffs are even more vibrant against the crisp, clear fall skies. The peaceful environment makes it ideal for photography and quiet reflection.
• Local tip: Don’t miss a sunset here in autumn, when the cliffs glow in the evening light. Grab a cup of local clam chowder to enjoy as you take in the view.

3. Explore the Felix Neck Wildlife Sanctuary

Felix Neck Wildlife Sanctuary is a prime spot for nature lovers visiting Martha’s Vineyard in autumn. The sanctuary’s trails wind through colorful forests and marshlands, making it ideal for a peaceful walk. The fall migration brings a variety of bird species, perfect for birdwatching enthusiasts seeking a quiet escape.

• Location: Located on Edgartown-Vineyard Haven Road, near Edgartown.
• How to get there: Drive or bike to the sanctuary, which is just a short ride from Edgartown.
• What’s special in autumn: Autumn is peak migration season for birds, making Felix Neck a top spot for birdwatching. The sanctuary’s tranquil walking trails are lined with fall foliage, offering serene nature walks.
• Local Tip: Visit early in the morning for the best wildlife sightings and to enjoy the peaceful atmosphere.

2. San Juan Islands, Washington

The San Juan Islands are a serene autumn destination where nature takes center stage. As the Pacific Northwest air cools and fog rolls in, the islands are draped in misty beauty. The fall months bring vivid foliage to the forests, and it’s also the perfect season for wildlife viewing, including whales migrating through the surrounding waters. With fewer visitors, the islands offer peaceful hikes, kayaking adventures, and cozy coastal towns to explore. Whether you're whale-watching or enjoying a warm bowl of seafood chowder in Friday Harbor, the San Juans provide an idyllic autumn escape.

1. Whale Watching Excursions

Autumn is prime time for whale watching in the San Juan Islands. Orcas, humpbacks, and gray whales migrate through the waters, offering frequent sightings. The misty autumn mornings make the experience even more magical as you spot whales against the stunning backdrop of fall-colored shorelines and snowcapped mountains.

• Location: Depart from Friday Harbor, San Juan Island.
• How to get there: Take a ferry from Anacortes, WA, to Friday Harbor, and book a whale-watching tour.
• What’s special in autumn: Fall is peak whale migration season, with multiple species passing through the waters.
• Local tip: Early morning or sunset tours offer the best light for viewing the whales and the surrounding autumn landscape.

2. Hike in Moran State Park

Moran State Park on Orcas Island is a hiker’s paradise in autumn. The trails are surrounded by vibrant fall foliage, and the climb to Mount Constitution rewards you with panoramic views of the San Juan archipelago. In the cooler months, the park offers a tranquil atmosphere, perfect for a scenic outdoor adventure.

• Location: Orcas Island, accessible via ferry.
• How to get there: Drive or bike from the ferry dock to Moran State Park.
• What’s special in autumn: The fall foliage surrounding the park’s lakes and trails is at its peak, making it an especially scenic hike.
• Local tip: Hike up early to catch the sunrise over the islands, when the autumn mist hangs over the water, creating a magical effect.

3. Explore Friday Harbor

Friday Harbor, the charming heart of San Juan Island, is the perfect autumn retreat. This coastal town offers a cozy and laid-back atmosphere in the fall, with fewer tourists and cooler temperatures. Stroll through its historic streets, explore local art galleries, and enjoy waterfront dining featuring fresh, seasonal seafood.

• Location: The town of Friday Harbor, San Juan Island.
• How to get there: A short walk from the ferry terminal at Friday Harbor.
• What’s special in autumn: The town is quieter in fall, with its harbor bustling with local boats and markets.
• Local tip: Visit the town’s markets to sample local seasonal produce, and stop by the Whale Museum to learn about the region’s marine life.

3. Nantucket, Massachusetts

Nantucket in autumn is a peaceful retreat where quiet beaches, cobblestone streets, and rich history come to life. With the summer tourists gone, the island feels more personal and relaxed. The island’s maritime past is celebrated in its museums, while its cranberry bogs and fall festivals highlight the agricultural heritage. Cool sea breezes and vibrant foliage make it perfect for bike rides, walks, and coastal exploration. Local food festivals and harvest celebrations, like the Nantucket Cranberry Festival, add a seasonal touch, allowing visitors to experience the island’s culture and history while enjoying the natural beauty of fall.

1. Attend the Nantucket Cranberry Festival

The Nantucket Cranberry Festival celebrates the island’s rich farming history. Held at the Milestone Cranberry Bog in October, the festival offers tours, live music, and cranberry-inspired dishes. It’s a unique opportunity to learn about cranberry harvesting while enjoying seasonal flavors and the island’s beautiful autumn landscape.

• Location: Milestone Cranberry Bog.
• How to get there: Rent a bike or take a car from downtown Nantucket, about 4 miles away.
• What’s special in autumn: October is the peak of cranberry harvest season, and the festival celebrates the island’s rich agricultural heritage.
• Local tip: Try the cranberry-infused dishes at local eateries and bring home some fresh berries to enjoy later.

2. Walk the Sconset Bluff Walk

The Sconset Bluff Walk is a picturesque walking trail along Nantucket’s eastern shore. In autumn, the quiet path, bordered by cozy cottages and ocean views, is framed by fall flowers and foliage. The crisp sea air and peaceful atmosphere make it a must-do for a scenic autumn stroll.

• Location: Siasconset, on the eastern side of the island.
• How to get there: Take the island’s shuttle or rent a bike for the scenic ride to Siasconset.
• What’s special in autumn: The scenic Bluff Walk offers sweeping ocean views framed by autumn blooms.
• Local tip: Stop by a local bakery in Siasconset Village for a warm pastry to enjoy while you take in the views.

3. Explore the Nantucket Whaling Museum

The Nantucket Whaling Museum offers a fascinating dive into the island’s maritime history. In autumn, the museum’s quieter setting allows for an immersive experience. You can explore whaling artifacts and exhibits while enjoying the cooler weather, making it a perfect indoor activity after a day of exploring the island.

• Location: 13 Broad Street, downtown Nantucket.
• How to get there: A short walk from the ferry terminal.
• What’s special in autumn: The cooler months are the best time to explore Nantucket’s rich maritime history without the summer rush.
• Local tip: After visiting the museum, warm up with a cup of clam chowder from one of the cozy restaurants downtown.

4. Mackinac Island, Michigan

Mackinac Island is a timeless autumn escape, where cars are replaced by horse-drawn carriages and bicycles. The island’s Victorian architecture and historic sites are surrounded by vibrant fall foliage, making it an idyllic autumn destination. As the weather cools, visitors can enjoy leisurely bike rides around the island’s perimeter, explore historic forts, and take in the stunning views from Arch Rock. Mackinac’s slower pace and quiet streets make it perfect for a relaxing fall getaway, where the island’s natural beauty is on full display.

1. Bike the Island’s Perimeter

Biking around Mackinac Island’s 8.2-mile perimeter is a perfect autumn activity. The cooler weather and colorful trees provide a refreshing backdrop as you cycle along the coast, taking in views of Lake Huron and historic landmarks. The peaceful roads, free of cars, make it an easy and enjoyable ride for all.

• Location: Mackinac Island’s coastal loop.
• How to get there: Rent a bike from one of the local shops in downtown Mackinac.
• What’s special in autumn: The fall foliage and lake views are at their best, with vibrant colors and crisp air enhancing the ride.
• Local tip: Stop at Arch Rock along the way for panoramic views, and be sure to sample the island’s famous fudge at local shops.

2. Visit Fort Mackinac

Fort Mackinac is a historic military site perched on a bluff overlooking the island. In autumn, the fort is quieter, offering a more intimate exploration of its 18th-century buildings and exhibits. The cooler air and fewer crowds make this a great time to learn about the island’s military history.

• Location: Fort Street, Mackinac Island State Park.
• How to get there: Walk or bike from the downtown area, or take a horse-drawn carriage.
• What’s special in autumn: The fort’s peaceful grounds and fall foliage provide a perfect setting for history buffs.
• Local tip: Visit in the late afternoon to catch a stunning sunset over the fort’s ramparts, with the autumn colors in full display.

3. Take a Carriage Tour

With no cars allowed on Mackinac Island, horse-drawn carriage rides are a classic way to see the island. In autumn, the tours become even more special as you ride through streets lined with fall foliage, passing by Victorian homes and natural landmarks. It’s a charming and relaxing way to experience the island’s autumn beauty.

• Location: Tours depart from Main Street, near the ferry terminal.
• How to get there: Walk or bike to the carriage stand downtown.
• What’s special in autumn: The vibrant fall colors and cool air make the carriage ride even more picturesque.
• Local tip: Book a sunset carriage tour for a romantic, scenic ride through the island’s autumn-kissed landscapes.

5. Block Island, Rhode Island

Block Island, located just off the coast of Rhode Island, offers a peaceful and scenic retreat in autumn. The island’s dramatic cliffs, lighthouses, and quiet beaches are even more stunning as the trees turn golden and the crowds thin out. The cooler weather is perfect for outdoor adventures, whether you're hiking the Mohegan Bluffs, exploring the Southeast Lighthouse, or kayaking the Great Salt Pond. Block Island in fall is a haven for those seeking tranquility and natural beauty, with miles of nature trails and untouched landscapes offering a quiet escape from the mainland.

1. Hike the Mohegan Bluffs

The Mohegan Bluffs are a must-see on Block Island, offering dramatic views of the Atlantic from 200-foot cliffs. In autumn, the bluffs are quieter, making the hike down the 141 steps to the beach below even more serene. The cool breeze and fall colors add to the stunning coastal views.

• Location: Southeastern Block Island, accessible from Mohegan Trail.
• How to get there: Drive or bike from Old Harbor, the island’s ferry port.
• What’s special in autumn: The cliffs are beautifully contrasted by the blue ocean and autumn hues, creating a peaceful, scenic hike.
• Local tip: For a peaceful experience, hike in the early morning, when you can have the trails and panoramic views all to yourself.

2. Visit the Southeast Lighthouse

The Southeast Lighthouse is one of Block Island’s most iconic landmarks. Perched on the island’s southern tip, it offers sweeping views of the Atlantic Ocean. In autumn, the lighthouse is a peaceful spot to enjoy the fall foliage and learn about the island’s maritime history, with fewer visitors than in summer.

• Location: Near Mohegan Bluffs, on the island’s southern tip.
• How to get there: A short walk or bike ride from the bluffs.
• What’s special in autumn: The lighthouse, surrounded by vibrant fall colors, offers stunning ocean views and peaceful walks along the cliffs.
• Local tip: Check out the guided lighthouse tours for a fascinating history of the structure and its role in maritime navigation.

3. Kayak the Great Salt Pond

Kayaking the Great Salt Pond in autumn is a serene way to explore Block Island’s calm, protected waters. The cooler weather makes for comfortable paddling, while the surrounding trees and marshes display vibrant fall colors. It’s an ideal spot for birdwatching and spotting local wildlife as you glide through the pond.

• Location: The Great Salt Pond, located in the center of Block Island.
• How to get there: Kayak rentals are available at Pond and Beyond Kayak, located near the pond.
• What’s special in autumn: The pond is a peaceful oasis, surrounded by fall foliage and fewer crowds, offering calm waters for an easy paddle.
• Local tip: Kayak in the late afternoon to enjoy the sunset as it lights up the autumn sky over the pond.

6. Hilton Head Island, South Carolina

Known for its beautiful beaches and world-class golf courses, Hilton Head Island becomes a charming retreat in autumn. The cooler fall temperatures make outdoor activities like golfing, biking, and kayaking even more enjoyable. The island’s nature reserves and forests also come alive with colorful foliage, providing a scenic backdrop for exploring Hilton Head’s natural beauty. In the fall, the island’s Gullah culture is celebrated with local festivals, making it an ideal time to discover the island’s rich history and traditions. Whether you’re seeking relaxation or adventure, Hilton Head in autumn offers the best of both worlds.

1. Kayak the Calibogue Sound

Kayaking the Calibogue Sound in autumn is a peaceful way to explore Hilton Head’s coastal waters. The cooler temperatures make for a comfortable paddling experience, and you’ll likely spot dolphins and birds along the way. The sound’s calm waters and scenic views provide a perfect outdoor adventure in the fall.

• Location: Depart from Shelter Cove Marina.
• How to get there: Kayak rentals and tours are available at Shelter Cove Marina, accessible by car or bike.
• What’s special in autumn: Fall’s cooler temperatures and calmer waters make for a relaxing and scenic kayaking experience.
• Local tip: Paddle in the early morning for the best chance of spotting dolphins in the sound.

2. Bike the Island’s Extensive Trails

Hilton Head Island offers over 60 miles of bike paths, making it a cyclist’s paradise in autumn. The cooler weather and beautiful fall foliage make biking one of the best ways to explore the island’s natural landscapes. From shaded forest trails to scenic coastal paths, there’s something for every rider.

• Location: Trails run throughout the island, with popular routes in Sea Pines and Coligny Beach.
• How to get there: Rent a bike from one of the many island bike shops, such as Hilton Head Outfitters.
• What’s special in autumn: The crisp air and colorful foliage make the bike trails especially scenic and enjoyable.
• Local tip: Ride through the Sea Pines Forest Preserve for the most scenic fall foliage and wildlife spotting opportunities.

3. Explore Sea Pines Forest Preserve

Sea Pines Forest Preserve is a must-visit in autumn, offering miles of trails through shaded forests, wetlands, and lakes. In fall, the preserve’s lush vegetation takes on a golden hue, providing a scenic backdrop for hiking or wildlife spotting. It’s a peaceful escape that showcases the natural beauty of Hilton Head.

• Location: Located in the Sea Pines Resort, Hilton Head Island.
• How to get there: Drive or bike to the entrance at Sea Pines Resort, and explore the preserve on foot or by bike.
• What’s special in autumn: The fall foliage transforms the preserve into a golden wonderland, perfect for peaceful walks or birdwatching.
• Local tip: Bring binoculars for birdwatching as migratory birds pass through the area during the fall season.

7. Catalina Island, California

Catalina Island, located off the coast of Southern California, is a perfect autumn escape with its Mediterranean-like climate. While most visitors flock to Catalina in the summer, fall brings cooler temperatures and fewer tourists, offering a more relaxed experience. The island’s rugged landscapes, charming Avalon village, and clear coastal waters are ideal for outdoor adventures, from hiking and zip-lining to snorkeling. Catalina’s marine life is especially active in the fall, making it a great time for water sports. Whether you’re exploring the island’s trails or relaxing by the beach, Catalina’s autumn beauty offers a refreshing retreat.

1. Hike the Trans-Catalina Trail

The Trans-Catalina Trail is a challenging yet rewarding hike that spans the length of the island. In autumn, the cooler weather makes it an ideal time to tackle this scenic trail. The trail offers stunning views of the island’s rugged interior and coastlines, with fewer crowds than in the summer months.

• Location: Starting at Avalon, the trail runs across Catalina Island.
• How to get there: Accessible by ferry from Long Beach or San Pedro to Avalon, where the trail begins.
• What’s special in autumn: The cooler temperatures and quieter atmosphere make the long trek more comfortable and enjoyable.
• Local tip: Be sure to bring plenty of water, as the trail can be challenging and stretches through rugged terrain.

2. Snorkel at Lover’s Cove

Lover’s Cove is one of Catalina’s top snorkeling spots, known for its crystal-clear waters and abundant marine life. In autumn, the waters are still warm enough for snorkeling, and the quieter season means you’ll have more space to explore the underwater world, where colorful fish and sea kelp forests thrive.

• Location: Just a short walk from downtown Avalon.
• How to get there: Easily walk or bike from Avalon’s main square to Lover’s Cove.
• What’s special in autumn: The waters remain warm and visibility is excellent, with fewer crowds, allowing for peaceful exploration of the marine life.
• Local tip: Rent a snorkel from local shops, and go early in the morning for the clearest water and best marine life activity.

3. Explore Avalon by Golf Cart

Avalon, the island’s main town, is best explored by golf cart in the fall. The cool breeze and fewer crowds make for a relaxing drive through the town’s charming streets. You can easily visit iconic spots like the Catalina Casino and Descanso Beach, all while taking in the scenic views of the harbor.

• Location: Avalon, Catalina’s main village.
• How to get there: Rent a golf cart from one of the rental shops in Avalon.
• What’s special in autumn: The cooler air and fewer tourists make the streets less busy, allowing for a more laid-back exploration of the town’s highlights.
• Local tip: Take a scenic route up to Wrigley Memorial and Botanic Garden for sweeping views of the island’s autumn landscape.

Autumn is an enchanting time to visit U.S. islands, offering unique seasonal experiences that go far beyond the beach.