Sip, Sail, and Sunset: A September Bucket List for Water-Loving Couples

There’s something about September that my husband and I love. Summer is fading, crowds thin out, and the world feels quieter — perfect for a romantic getaway. Traveling together during this month has become our tradition: a chance to reconnect, explore beautiful destinations, and enjoy sunsets over sparkling waters.

If you and your partner love water adventures, here’s a September bucket list full of romantic waterfront destinations that are perfect for couples seeking sun, sea, and serenity.

For my husband and me, these trips are more than destinations — they’re shared experiences that remind us why we travel together. Whether it’s paddling on Lake Bled, exploring Cinque Terre, or watching the sun sink over Bar Harbor, September offers the perfect backdrop for romance.

Plan your own September bucket list, grab your partner’s hand, and let the water, sunsets, and peaceful moments create memories that last far beyond the trip.

Why September Is Perfect for Couples’ Water Travel

September offers couples a unique mix: fewer crowds, milder weather, and affordable travel options. Warm days allow for water activities, while cooler nights invite cozy moments. From sunset cruises to lakeside walks, it’s the perfect month to reconnect and create lasting memories.

1. Bar Harbor, Maine – Coastal Charm and Lobster Dinners by the Sea

Bar Harbor in September is the ultimate mix of charm and tranquility. The waters are calm, the skies are bright, and the air carries the salty freshness of the Atlantic. Its location on the edge of Acadia National Park makes it ideal for couples who want both seaside relaxation and outdoor adventure. Kayaking along Frenchman Bay allows you to see lighthouses, seal colonies, and rugged coastlines up close — all without summer crowds.

Highlights:

• Sunset harbor cruises with lighthouse views

• Dining on fresh lobster by the waterfront

• Exploring Acadia National Park’s coastal trails

Why September: The mild temperatures and reduced tourism make it perfect for romantic strolls, quiet water excursions, and enjoying lobster dinners without waiting in lines.

Bucket List Tip: Book a sunset cruise in Acadia National Park — the golden light on rocky cliffs is unforgettable.

2. Dubrovnik, Croatia – Adriatic Adventures

Dubrovnik’s Adriatic coastline is stunning in September. The water remains warm for swimming and kayaking, yet the city feels calmer, making it ideal for couples. The combination of ancient walls and clear blue waters gives the destination an unmatched romantic energy. Kayaking along the city fortresses or exploring hidden coves lets you experience the coast intimately, while the backdrop of medieval architecture adds charm to every shot.

Highlights:

• Kayaking along city fortresses

• Cable car ride to Mount Srđ for panoramic sunsets

• Exploring old town alleys with sea views

Why September: Fewer crowds allow couples to enjoy the Adriatic peacefully, and the temperatures are perfect for outdoor adventures without the heat of peak summer.

Bucket List Tip: Time your city wall walk with sunset for breathtaking views over the sea.

3. Quebec City & Montmorency Falls, Canada – Riverside Romance

Quebec City offers a unique blend of old-world charm and natural beauty. September adds golden touches of autumn to riverside walks along the St. Lawrence, making it a truly romantic destination. Montmorency Falls, with its cascading waters and observation bridges, is spectacular in September — the cooler temperatures make hiking and exploring enjoyable, and the fall colors begin to peek through surrounding trees, adding a magical backdrop.

Highlights:

• Horse-drawn carriage rides in Old Quebec

• Riverside walks along the St. Lawrence

• Marveling at Montmorency Falls from the base or suspension bridge

Why September: The combination of mild weather, colorful foliage, and flowing waters makes it a serene getaway for couples seeking natural beauty with historic charm.

Bucket List Tip: Pair a day exploring the falls with an evening riverside dinner for a perfect couple’s outing

4. The Azores, Portugal – Island Escapes

The Azores are a hidden gem for couples who love adventure by the water. The islands’ volcanic landscapes meet the Atlantic in dramatic cliffs, tranquil lagoons, and natural pools. September is ideal because the ocean is warm, and the weather is stable, making it perfect for whale watching, hiking, or swimming in hot springs.

Highlights:

• Whale and dolphin watching tours

• Hiking volcanic landscapes and crater lakes

• Soaking in geothermal pools with ocean views

Why September: The islands are quiet, allowing couples to explore intimate coves and secret beaches. Plus, the combination of lush greenery and sparkling waters makes every moment feel cinematic.

Bucket List Tip: Rent a small boat for a private tour of hidden coves — perfect for memorable photos.

5. Lake Bled, Slovenia – Fairytale Waters

Lake Bled is a quintessential romantic destination. Its emerald waters, the tiny island with a church, and surrounding mountains create a picture-perfect setting. September adds a quieter, serene vibe as summer tourists depart, making it ideal for couples to rent a rowboat and explore the lake together without distraction. The soft light in early fall enhances the fairytale quality of the landscape.

Highlights:

• Rowboats to the island and church

• Hiking trails around the lake for panoramic views

• Sampling traditional Slovenian cream cake by the shore

Why September: With fewer tourists and mild temperatures, couples can enjoy the lake at a relaxed pace, soaking in the tranquility and scenery.

Bucket List Tip: Visit Bled Castle at sunset for unforgettable views over the lake.

6. Cinque Terre, Italy – Coastal Color

Cinque Terre’s five villages are connected by trails overlooking the Ligurian Sea, offering a romantic, colorful escape. In September, the weather is warm but not overwhelming, and the crowds have thinned, so couples can stroll the narrow streets, dine al fresco, and hike between villages without rush. The combination of sparkling water, rugged cliffs, and pastel buildings makes this a top waterfront destination.

Highlights:

• Hiking the Sentiero Azzurro connecting the villages

• Enjoying seafood and wine overlooking the Ligurian Sea

• Exploring colorful village streets hand-in-hand

Why September: Mild temperatures and quieter paths let couples experience the beauty of the coastline intimately, while the sea remains perfect for swims and boat rides.

Bucket List Tip: Take the local train or hike between villages for different perspectives of the coast.

7. Scottish Highlands & Loch Lomond, Scotland – Rugged Romance

Loch Lomond’s tranquil waters and surrounding hills provide the perfect romantic setting. In September, the light is soft, temperatures are crisp but comfortable, and the water reflects the golds and greens of early autumn foliage. Couples can explore hiking trails, enjoy boat rides, or simply relax lakeside. The combination of natural beauty, quiet waters, and cozy local inns makes it a September must-visit.

Highlights:

• Canoeing or kayaking on Loch Lomond

• Hiking trails with views of water and hills

• Cozy evenings with whisky tastings and fireside chats

Why September: The calmness of the loch, early autumn colors, and mild weather create a serene retreat perfect for couples wanting intimate waterfront experiences.

Bucket List Tip: Schedule a short boat ride for sunset, then enjoy a quiet dinner in a nearby inn.

Sunsets, Sails, and September Memories

For my husband and me, these trips are more than just destinations — they’re the moments that stay with us forever. Whether paddling on Lake Bled, exploring the colorful villages of Cinque Terre, or watching the sun set over Bar Harbor, September provides the perfect backdrop for romance, adventure, and connection.

So grab your partner’s hand, plan your own September bucket list, and let the water, the sunsets, and the quiet beauty of the season create memories you’ll cherish for a lifetime. Because the best adventures aren’t just seen — they’re felt, together.