Sometimes the perfect escape is closer than you think. Island getaways in the US offer the ideal combination of ease, beauty, and memorable experiences—no passports required, no long flights, just pure, restorative time away.

From sun-drenched beaches to quiet, nature-filled retreats, each island destination has its own character, inviting you to relax, explore, and savor every moment. With thoughtful planning and curated experiences, even a short trip can feel indulgent, seamless, and completely unforgettable.

Key Takeaways:

Why you should consider an island getaway in the US
7 island destinations to explore, perfect for short, relaxing escapes
How to choose the island that fits your travel style
Expert planning tips to make your trip seamless from start to finish

Why Choose an Island Getaway in the US?

Island escapes don’t have to mean long flights or complicated travel logistics. The US is home to an incredible variety of islands—each offering its own charm, from tropical shores to rugged coastlines—all just a short flight or ferry ride away.

When it comes to easy, rejuvenating travel, island getaways in the US deliver the best of both worlds—natural beauty and total convenience. No passports, no long flights—just quick, seamless getaways surrounded by ocean air, coastal charm, and room to breathe.

Across the country, you’ll find an incredible range of islands to explore—from New England’s windswept shores to Florida’s coral keys and the Pacific’s lush paradises. Each offers its own rhythm and personality, whether you’re drawn to whale watching, fishing, scuba diving, snorkeling, or simply spending quiet time in nature.

Choosing an island getaway in the US means more than just proximity—it’s about ease, comfort, and variety. Stay at boutique seaside resorts, cozy coastal inns, or beachfront retreats where every detail invites you to relax, explore, and reconnect.

With a travel advisor’s guidance, you can design every element—smooth transfers, memorable dining, sailing excursions, or guided nature experiences—so your island getaway feels effortless, personal, and perfectly tailored to you.

Top Relaxing Island Getaways in the US

From white-sand beaches to serene coastal retreats, the US is home to islands that feel worlds away—yet are just a short flight from home. Whether you crave the lush landscapes of Hawaii, the charming streets of New England, or the tropical allure of Puerto Rico, each vacation destination offers a unique mix of relaxation, adventure, and indulgence.

I have preferred partner relationships with the properties I recommend, bringing you added value at no extra cost.

1. Hawaiian Islands (Maui, Kauai, Big Island)

The Hawaiian Islands are a dream destination for travelers seeking both serenity and adventure, offering experiences that appeal to all ages.

Wake to the sound of waves on golden beaches, hike through lush valleys and to cascading waterfalls, or enjoy spa treatments with ocean views. From farm-to-table dining infused with local flavors to evenings watching the sun dip behind volcanic landscapes, every moment is curated for comfort and delight.

With easy direct flights from the West Coast and accommodations ranging from intimate boutique retreats to sprawling oceanfront resorts, Hawaii offers an escape where every detail is designed for ease, beauty, and memorable experiences.

These are my favorite Hawaiian properties on each island.

Maui

Andaz Maui at Wailea Resort: A chic, contemporary oceanfront retreat that blends modern design with Maui’s natural beauty and vibrant spirit.
Hotel Wailea: An adults-only sanctuary perched above Wailea, offering romantic seclusion, panoramic ocean views, and award-winning dining.
Four Seasons Resort Maui at Wailea: Maui’s iconic luxury haven, where impeccable service, world-class dining, and oceanfront elegance meet effortless island living.

Big Island

Four Seasons Resort Hualalai: A refined Big Island escape that harmonizes Hawaiian culture, natural beauty, and five-star sophistication.
Mauna Lani Auberge Resort: A soulful coastal resort rooted in Hawaiian heritage, where luxury and sustainability come together in perfect balance.
Kona Village, A Rosewood Resort: A reimagined island legend offering barefoot luxury, cultural authenticity, and serene oceanfront bungalows.

Kaui

Hotel 1 Hanalei Bay: A nature-inspired sanctuary on Kauai’s north shore, where eco-luxury meets breathtaking views of Hanalei Bay.
Grand Hyatt Kauai Resort & Spa: A lush, tropical paradise on Kauai’s sunny south shore, blending grand Hawaiian hospitality with timeless resort luxury.

Oahu

Ritz Carlton Turtle Bay: An elegant North Shore escape where refined luxury meets Oahu’s raw coastal beauty and adventurous spirit.
Four Seasons Resort Oahu at Ko Olina: A sophisticated oceanfront oasis offering modern luxury, tranquil lagoons, and island-inspired indulgence.

Lanai

Sensei Lanai, The Four Seasons Resort: A wellness-focused retreat for adults, designed around longevity, mindfulness, and rejuvenation in a serene mountain setting.
Four Seasons Resort Lanai: A secluded oceanfront paradise where elevated luxury and untouched natural beauty create the ultimate island escape.

2. Key West, Florida

Key West is a vibrant yet effortlessly relaxing escape, where pastel-hued streets, swaying palms, and sparkling waters set the stage for a memorable getaway.

Days can be spent snorkeling in crystal-clear waters, wandering historic neighborhoods, or enjoying a sunset cruise along the Gulf of Mexico. Charming boutique inns and waterfront resorts provide spaces to unwind in comfort, while farm-to-table dining and lively cafés invite lingering conversations over fresh, local flavors.

Key West offers the perfect balance of adventure and tranquility for those looking to recharge without leaving the country.

Little Palm Island Resort & Spa is a secluded private-island retreat in the Florida Keys, where barefoot luxury, turquoise waters, and lush tropical surroundings create an unforgettable escape.

3. Amelia Island, Florida

Amelia Island offers a quiet, refined escape where soft beaches, moss-draped oaks, and charming historic streets create a sense of timeless calm.

Visitors can stroll along pristine shores, explore boutique shops, or unwind at a seaside spa, with every detail designed to help you unwind. Elegant inns and boutique resorts provide intimate settings for relaxation, while locally inspired cuisine showcases fresh seafood and regional flavors.

Just a short flight from major East Coast cities, Amelia Island delivers a peaceful retreat that feels both exclusive and inviting.

The Ritz Carlton, Amelia Island is an elegant oceanfront resort on Florida’s northern coast, offering refined luxury, championship golf, and serene beachside relaxation.

4. Upper North East Coast

The upper Northeast Coast islands—Martha’s Vineyard, Nantucket, Mount Desert Island, to name a few—offer a serene escape where rugged coastlines, lighthouses, and charming seaside villages create a picture-perfect maritime setting.

Spend your days exploring tidal coves, wandering quaint downtowns, or enjoying fresh seafood at local harborside eateries. Boutique inns, historic hotels, and cozy vacation homes provide inviting spaces to relax, while ocean breezes and quiet walking trails offer moments of reflection and connection.

These islands invite travelers to slow down, savor coastal charm, and experience the timeless beauty of New England’s northern shores.

These are some of our favorite accommodations:

The Asticou Hotel: A historic Maine inn offering timeless charm, cozy accommodations, and scenic coastal views perfect for a relaxing getaway.
The Cliff House: A dramatic oceanfront retreat perched above crashing waves, combining refined luxury, stunning coastal views, and rejuvenating spa experiences.

5. San Juan Islands, Washington

The San Juan Islands offer a peaceful Pacific Northwest escape, where evergreen forests meet sparkling waters and wildlife abounds.

Let your days unfold by kayaking through sheltered bays, spotting orcas and seals, or wandering charming towns filled with artisanal shops and local cafés. Cozy inns and waterfront lodges provide intimate, inviting spaces to unwind, while private decks and serene vistas create moments of quiet reflection.

Easily reached by short flights from Seattle or scenic ferry rides, the San Juan Islands feel both remote and easily accessible, offering an escape where nature and comfort coexist in perfect harmony.

These are our favorite accommodations near the San Juan Islands:

The Outlook Inn: A charming waterfront retreat offering cozy accommodations, sweeping ocean views, and a peaceful Pacific Northwest ambiance.
Wick Inn: A boutique coastal inn blending rustic charm with modern comfort, perfectly situated for exploring the region’s natural beauty. It’s in Canada but only a short flight from Seattle.
Clayoquot Wilderness Lodge: An immersive wilderness near Vancouver Island Canada where luxury meets adventure, offering seclusion, dramatic landscapes, and authentic eco-friendly experiences.

6. Kiawah Island, South Carolina

Kiawah Island, South Carolina, offers an untouched coastal retreat where wide beaches, maritime forests, and saltwater marshes create a sense of peaceful seclusion.

Spend your days cycling along shaded island trails, teeing off at championship golf courses, or strolling through quiet dunes at sunset. Elegant resorts and private villas blend seamlessly with the island’s natural landscape, offering refined comfort surrounded by coastal charm.

Kiawah Island invites travelers to slow down, breathe deeply, and experience the timeless beauty of the Lowcountry in its purest form.

The Sanctuary is a spectacular golf oceanfront resort with unequaled accommodations.

7. Puerto Rico (Isla Verde & Vieques)

Puerto Rico offers a tropical escape, where turquoise waters, powdery beaches, and vibrant culture combine to create a captivating experience.

Savor the days exploring colorful colonial streets, kayaking through bioluminescent bays, or relaxing under swaying palms on secluded shores. Boutique hotels and oceanfront resorts provide spaces to recharge, while fresh, local cuisine adds flavor to every moment.

With no passport required for US travelers and convenient flights from the mainland, Puerto Rico delivers the perfect blend of accessibility, adventure, and serene coastal indulgence.

Explore these island getaway accommodations in Puerto Rico:

Finca Victoria: A serene Ayurvedic boutique hotel nestled in the lush hills of Vieques, offering eco-chic treehouses, a saltwater pool, and holistic wellness experiences.
Aire de O:live: A beachfront sanctuary blending bohemian luxury with sustainable design, featuring airy suites, a Japanese-inspired rooftop bar, and direct access to one of San Juan's most beautiful beaches.
Dorado Beach, a Ritz-Carlton Reserve: An ultra-exclusive resort set along a pristine coastline, offering private residences, world-class golf courses, and a spa sanctuary within a 50-acre tropical reserve.
Condado Vanderbilt Hotel: A historic oceanfront hotel in the heart of San Juan, combining Spanish Revival architecture with modern luxury, fine dining, and panoramic views of the Atlantic.

8. St. Thomas

St. Thomas is a sun-soaked Caribbean haven, where turquoise waters, lush hills, and vibrant harbors create a picture-perfect island escape.

Days can be spent sailing between secluded coves, snorkeling among colorful reefs, or wandering the bustling streets of Charlotte Amalie with its charming shops and historic architecture. Luxury resorts and boutique hotels provide serene spaces to unwind, while oceanfront dining offers fresh seafood and tropical flavors that linger long after the meal.

The Ritz-Carlton, St. Thomas delivers refined elegance, exceptional service, and stunning beachfront views, making it the ideal base for both relaxation and island adventure.

St. Thomas offers a seamless combination of natural beauty, upscale comfort, and rejuvenating experiences in the heart of the Caribbean.

Choosing the Right Island Getaway in the U.S.

The beauty of island getaways in the US is how wonderfully varied they are—each with its own rhythm, landscape, and charm. The right island getaway depends on the pace you crave and the kind of memories you want to make. Whether it’s a laid-back family trip, an adventurous long weekend, or a romantic hideaway, there’s an island that fits your style perfectly.

Hawaiian Islands

Few destinations capture the imagination like Hawaii. Each island offers its own personality, from rugged volcanic beauty to peaceful beaches and lush rainforests—making it easy to find your version of paradise.

Maui: Known as the “Valley Isle,” Maui offers a perfect balance of adventure and leisure. Drive the Road to Hana, watch sunrise from Haleakalā, snorkel at Molokini Crater, and unwind at oceanfront resorts in Wailea or Kapalua.
Kauai: The “Garden Isle” is Hawaii at its most dramatic—think towering sea cliffs, waterfalls, and hidden beaches. Ideal for hiking, kayaking the Wailua River, and connecting with nature in its purest form.
The Big Island (Hawai‘i Island): Adventure-seekers love its diversity—active volcanoes, black-sand beaches, coffee farms, and star-filled skies atop Mauna Kea. The landscape shifts from lush rainforest to lava desert within a single day’s drive.
Lanai: Small, secluded, and deeply peaceful, Lanai is ideal for travelers who value quiet and privacy. Enjoy world-class golf, snorkeling, and off-road adventures through its unspoiled interior.
Oahu: The most energetic of the islands, Oahu blends city sophistication with natural beauty. Explore Honolulu’s restaurants and galleries, then surf the North Shore or relax on Lanikai Beach.

Key West or Puerto Rico

Brimming with color and character, these islands are ideal for travelers who love a mix of culture, cuisine, and coastal energy. Wander historic streets, enjoy fresh seafood, and soak up the lively, sun-soaked spirit that defines island life here.

Amelia Island and Kiawah Island

Perfect for families and multi-generational gatherings, these Southern gems offer wide beaches, bike paths through maritime forests, and world-class golf surrounded by salt marsh and sea breeze. Their calm pace makes them ideal for relaxed, nature-filled days together.

San Juan Islands

For a more tranquil, nature-focused retreat, the San Juans deliver quiet coves, whale watching, kayaking, and cozy lodges surrounded by evergreen forest and sea mist—an ideal setting to slow down and simply be.

No matter the choice, we tailor each island to your style, interests, and preferred pace—ensuring your escape feels perfectly aligned with what you imagine for your trip. Let us plan your island getaway.

Travel Tips for Quick Island Getaways

Even a short trip can feel transformative when planned with intention. Whether you’re heading to Amelia Island, Key West, or one of the Pacific island getaways in the US, a few thoughtful choices can make your time away feel effortless and deeply restorative.

These tips ensure your island getaway is seamless, stress-free, and every bit as rejuvenating as a longer vacation.

Choose direct flights whenever possible: Spend more time soaking up ocean views and less time in transit. Nonstop routes are worth it—especially for weekend island trips or shorter getaways where every hour counts.
Pack versatile clothing: Focus on light, comfortable layers and easy pieces that move from day to dinner. A breezy dress, polished sandals, and one elevated outfit are all you need to feel relaxed yet refined.
Select accommodations thoughtfully: Choose stays that enhance the experience—think boutique seaside resorts, shaded patios, ocean-view rooms, or cozy inns close to local cafés and beach trails. The right setting turns a short trip into something memorable.
Travel during the shoulder season: Late spring and early fall often bring the best balance: pleasant weather, fewer crowds, and more personalized service. It’s the perfect time to enjoy island getaways in the US at a slower pace.
Embrace downtime: Resist the urge to fill every moment. The magic of island travel often happens in stillness—morning coffee overlooking the water, an unplanned afternoon swim, or a quiet walk at sunset.

Even a few days away can feel like a true escape when your US island getaway is planned with care, comfort, and intention.

What to Pack for a Quick Island Getaway

Packing for island getaways in the US is all about simplicity and versatility. With just a few carefully chosen pieces, you can travel light, feel comfortable, and still look effortlessly put together. Whether you’re planning a long weekend in Amelia Island, a coastal retreat in Kiawah, or a tropical escape in Maui, these essentials will make your quick island vacation feel easy and polished.

Lightweight Layers

Islands can shift from sunny afternoons to breezy evenings, so pack a mix of airy fabrics and light outerwear. A linen button-down, soft wrap, or denim jacket keeps you comfortable from sunrise strolls to seaside dinners.

Easy, Elevated Outfits

Choose pieces you can mix and match—neutral shorts or linen trousers, a sundress that doubles as a cover-up, and one outfit that transitions gracefully from beachside café to evening cocktails.

Comfortable Footwear

Bring sandals for the beach, comfortable sneakers for exploring, and a dressier pair for dinner. If space is tight, stick to two versatile options that complement every outfit.

Sun Essentials

A wide-brimmed hat, quality sunscreen, and polarized sunglasses are non-negotiable. Add a lightweight scarf for extra sun protection (and as a chic accessory).

Smart Accessories

A small crossbody or sling bag keeps essentials close while exploring. Include a reusable water bottle, a compact tote for the beach, and a few travel-size toiletries to keep packing effortless and organized.

Optional Extras

If you have room, pack a book you’ve been meaning to read, a portable charger, and a small first-aid kit—just enough to make your getaway feel easy and well-prepared.

Travel light and travel smart, and leave space for what really matters—meaningful time away.

Discover the Best Island Getaways in the US

Island getaways in the US combine ease, beauty, and endless variety. From tropical shores and windswept coasts to quiet islands where nature still sets the pace, these destinations make it possible to enjoy that faraway feeling without the long flight or passport. They offer the perfect blend of accessibility, relaxation, and adventure.

Each island has its own rhythm. Some are lively and colorful, while others are calm and restorative. Whether you’re dreaming of morning walks along the beach, afternoons exploring charming harbor towns, or days spent immersed in unspoiled landscapes, your US island getaway can be designed around your pace and passions.

For a trip that feels seamless, personal, and inspiring, let’s design your perfect island escape together. Schedule a travel strategy session so we can craft every detail of your journey, from accommodations to exclusive experiences.

Looking for something farther afield? Explore our Greece travel guide for island inspiration abroad.

Island Getaways in the US: Expert FAQs, Top Islands & Travel Tips for Every Type of Traveler

What is the most affordable island to visit?

Amelia Island, Florida is often listed among the most affordable island getaways in the US, offering charming inns, oceanfront resorts, and plenty of free or low-cost activities—from scenic bike rides to beach picnics beneath moss-draped oaks.

For travelers craving a tropical atmosphere, Puerto Rico offers exceptional value, especially when visiting smaller towns or traveling during shoulder season. Flexible mid-week flights and off-peak dates often deliver the best blend of comfort, cost, and calm.

Where in the US feels like the Caribbean?

If turquoise water and swaying palms top your wish list, the U.S. Virgin Islands, Key West, and Puerto Rico all deliver that island-to-island rhythm—passport-free. Expect soft breezes, bright coral seas, and warm hospitality that feels worlds away, yet close to home.

Can you fly directly to most US islands?

Yes—many popular US island destinations are easily reached by nonstop flights. The Hawaiian Islands welcome daily routes from major hubs such as Los Angeles, Dallas, Chicago, and Atlanta, while Key West, Puerto Rico, and the U.S. Virgin Islands offer frequent direct service.

Smaller islands like Amelia Island, Martha’s Vineyard, or the San Juan Islands may require a short drive or ferry after landing—but that extra leg often feels like the moment your vacation truly begins.

How does seasonality affect US island travel?

Seasonality plays a major role in planning island getaways in the US. High season brings sunny skies and lively crowds, while shoulder months offer quieter beaches and more relaxed rates.

Hawaii & Florida Keys: Busiest December–April
San Juan Islands: Peak summer (June–August)
New England Islands (Nantucket, Martha’s Vineyard): Best late May–September

Pro Tip: Late spring and early fall often bring ideal weather, fewer crowds, and the kind of unhurried charm island life is known for.

Are US island getaways good for families or multigenerational trips?

Absolutely. Islands such as Amelia Island, Kiawah Island, and Maui are perfect for all ages. Expect wide beaches, nature trails, biking paths, and golf courses designed for both play and rest. Picture grandparents strolling along the tide line, kids chasing waves, and parents finally exhaling—it’s that rare kind of travel where everyone finds joy together.

What kinds of activities (beyond beach time) can I expect?

Island getaways in the U.S. offer so much more than lounging by the shore:

Nature & Wildlife: Whale-watching, birding, exploring marine sanctuaries
Water Adventures: Kayaking, snorkeling, scuba diving, paddleboarding
Culture & Cuisine: Farmers’ markets, local seafood shacks, historic harbor towns
Outdoor Exploration: Hiking volcanic trails, biking coastal roads, sailing calm bays

And of course, the simplest pleasure of all—just slowing down, feeling the breeze, and watching the tide roll in.

Do I need a passport to visit?

For U.S. citizens, the answer is no. Islands such as Hawaii, Puerto Rico, Key West, and the U.S. Virgin Islands all fall within US jurisdiction, meaning your driver’s license and boarding pass are all you need.

It’s one of the biggest perks of domestic island travel—ease, familiarity, and no customs lines between you and the beach.

How far in advance should I book?

For popular destinations like Maui or Key West, plan to book 3–6 months ahead, especially for holidays or spring break.

For quieter islands—like Amelia Island, Kiawah Island, or the San Juans—two to three months’ notice usually works. Working with a travel advisor ensures you secure the right timing, rates, and experiences before they fill.

What’s the best island getaway in the US for couples?

For romance and privacy, Lanai and Kauai lead the way with secluded beaches, candlelit dinners, and sunset walks framed by lush scenery. Closer to the mainland, Kiawah Island and Key West pair coastal beauty with easy access—perfect for a weekend of ocean air and shared adventure.

Which US islands are best for outdoor adventure?

If you’re after nature and adrenaline, consider Kauai’s dramatic cliffs, the Big Island’s volcanic landscapes, or the San Juan Islands’ pristine waters. On the East Coast, Mount Desert Island in Maine offers kayaking, coastal hikes, and the cinematic beauty of Acadia National Park. Every island invites a different kind of thrill.

What are the most scenic islands in the US?

Each region offers its own take on beauty:

Kauai, HI: Lush rainforests and the cinematic Na Pali Coast
San Juan Islands, WA: Misty harbors and orca sightings
Mount Desert Island, ME: Pine-framed cliffs within Acadia National Park

Together, these island getaways in the US remind travelers that paradise doesn’t require a passport—it’s scattered all along our coasts and lakes.

What’s the easiest island getaway for a weekend trip?

For short, easy-access travel, look to Amelia Island, Kiawah Island—each reachable within a few hours from major cities. They offer that magical combination of accessibility, charm, and just enough adventure to feel worlds away for a long weekend.

8 Relaxing Island Getaways in the US You Can Escape to Quickly