Two worlds, one unforgettable week: Singapore’s powerhouse city-state dazzles with its skyline, efficient MRT, and delicious hawker culture, while American Samoa feels like a secret garden—emerald peaks, coral reefs, and villages where fa’a Samoa (the Samoan way) shapes daily life. This itinerary blends urban icons and island adventure with practical pacing and insider food finds.

Singapore grew from a 14th-century trading port into a global hub; you’ll feel that energy at Marina Bay, Gardens by the Bay, and in neighborhoods like Chinatown, Little India, and Kampong Glam. In contrast, American Samoa (a U.S. territory) prizes nature and tradition: the National Park of American Samoa protects tropical rainforests and coastline on Tutuila Island, with hikes to panoramic ridges and bays favored by sea turtles.

Practical notes: Singapore’s MRT and tap-and-go cards make city transport a breeze; hawker centers are safe and budget-friendly. In American Samoa, Sundays are quiet (many businesses close), modest dress is appreciated in villages, and cash is handy. Pack reef-safe sunscreen, a lightweight rain shell, and sturdy shoes for trails.

Singapore

Few cities pack so much into so little space. Start with the futuristic glow of Gardens by the Bay, then gaze over the skyline from Marina Bay Sands SkyPark. By day, neighborhoods offer a time-travel tasting menu—from incense-swirled temples in Chinatown to spice-scented arcades in Little India, and pastel Peranakan shophouses in Katong.

Eat like a (very happy) local. Order Hainanese chicken rice at Tian Tian (Maxwell), soy-sauce chicken at Liao Fan Hawker Chan, laksa in Katong, and satay skewers at Lau Pa Sat’s night market. For drinks, savor craft cocktails at Jigger & Pony or native botanicals at Native.

• Where to stay: Browse stays on Hotels.com (Singapore) or VRBO (Singapore). Top picks: Marina Bay Sands for the iconic pool, Shangri-La Hotel, Singapore for resort-style calm, family-friendly Rasa Sentosa on the beach, wallet-wise Hotel Boss, or heritage vibes at Hotel 81 Chinatown.
• Getting there and around: Compare flights on Trip.com (Flights) or Kiwi.com (Flights). On the ground, use the MRT (buy an EZ-Link/SimplyGo) and air-conditioned buses.

Featured activities (easy ticketing, good pacing):

Small Group: Michelin and Local Hawker Food Tour with 9 tastings — A sharp, delicious intro to hawker culture through Michelin-listed and beloved stalls in Chinatown.

Marina Bay Sands SkyPark Observation Deck E-Ticket — Time your visit for golden hour views over the bay and Supertrees.

Lion City Bike Tour — Glide past colonial icons, riverside quays, and hidden murals with a licensed guide.

Singapore River Cruise + Spectra & Garden Rhapsody — A crowd-pleasing night that strings together the city’s best light shows and a boat ride.

Pago Pago (American Samoa)

Tutuila Island’s mountains seem to rise straight from the sea; villages line emerald bays where outrigger canoes rest on the sand. The National Park of American Samoa protects coastal rainforest, fruit bat nesting areas, and reef-fringed coves—some of the most remote parkland in the U.S. system.

Expect slow, friendly rhythms. Mornings are for market fruit and trail hikes; afternoons for snorkeling Alega’s clear shallows or lingering at Tisa’s Barefoot Bar. Evenings might bring an umu (earth-oven) feast, church choir harmonies, or simply the sound of waves.

• Where to stay: Look for rooms on Hotels.com (Pago Pago) or beachside homes on VRBO (Pago Pago). Popular bases include the harborfront (near Fagatogo Market) and the airport/Tafuna area for easy logistics.
• Getting there: Compare long-haul options to the South Pacific via Trip.com (Flights) and Kiwi.com (Flights). Short inter-island hops between Pago Pago (PPG) and Apia (APW) run several times weekly; schedules vary—build in buffer time.

Optional add-on from American Samoa (subject to flight schedules): day tours on neighboring Samoa (Upolu) that pair well with a same-day hop.

Full-Day Upolu Island Highlights Tour (from Apia) — Swim To Sua Ocean Trench, visit Lalomanu Beach, and chase waterfalls on a guided circuit.

Day 1 — Singapore arrival, bayfront icons

Afternoon: Land in Singapore and breeze downtown with a pre-booked Private Airport Transfer (great after a long flight). Check into your hotel—if you’re splurging on the skyline, Marina Bay Sands is the postcard come to life.

Evening: Head to Gardens by the Bay for the Supertree Grove, then ride up to the SkyPark Observation Deck at sunset. Dinner nearby: try chili crab at No Signboard Seafood (Esplanade) or go casual with satay and roti at Makansutra Gluttons Bay. Nightcap at Jigger & Pony—round, balanced classics in a polished room.

Day 2 — Neighborhoods, hawker culture, river lights

Morning: Fuel up with kopi and kaya toast at Tong Ah Eating House (buttery, coconut-jam perfection). Join the Michelin & Local Hawker Food Tour for insider tastings in Chinatown—expect silky chicken rice, smoky char kway teow, and stories about Singapore’s open-air food courts.

Afternoon: Wander Kampong Glam: visit Sultan Mosque, browse textile shops, and sip cardamom-laced coffee at Bhai Sarbat. Swing through Little India for flower garlands on Campbell Lane and a vegetarian thali at Komala Vilas or fish-head curry at Muthu’s Curry.

Evening: Board the Singapore River Cruise + Spectra & Garden Rhapsody. Before or after, graze at Lau Pa Sat’s Satay Street—stall 7 or 8 for juicy chicken and beef satay, plus ketupat rice cakes.

Day 3 — Bike the city, green escapes, wild night

Morning: See more with less walking on the Lion City Bike Tour—colonial-era architecture, riverside quays, and waterfront paths stitched into a fun loop. Post-ride coffee at Nylon Coffee Roasters (local favorite micro-roaster).

Afternoon: Choose your green dose: the Southern Ridges canopy walk to Henderson Waves for city-meets-jungle views, or head to Sentosa for S.E.A. Aquarium and Palawan Beach. Lunch on Sentosa: Malaysian Food Street for hawker classics in air con comfort.

Evening: Early dinner at Maxwell Food Centre—try Tian Tian or Old Nyonya for laksa—then consider the Night Safari, the world’s first nocturnal zoo (tram plus walking trails under the stars).

Day 4 — Fly Singapore → American Samoa (Tutuila)

Morning: Depart Singapore for Pago Pago. Typical routings connect via major Pacific gateways (for example, Auckland or Fiji, often with an Apia hop). Expect 16–24 hours including layovers and an International Date Line crossing; verify time zones carefully. Search smart on Trip.com (Flights) and Kiwi.com (Flights).

Afternoon: Arrive in Tutuila, pick up a rental or arrange a hotel shuttle. Check in near the harbor for walkable markets or near the airport/Tafuna for convenience. Rest and reset—tropical air and ocean views do wonders.

Evening: Casual dinner by the water at Goat Island Café (island plates; sunset views) or beachy bites at DDW Beach Café. If you have energy, stargaze from the shoreline—skies are gloriously dark here.

Day 5 — National Park of American Samoa: ridges, village bays, reef time

Morning: Early start for the Mount Alava area: the Vatia viewpoint and Pola Island sea stacks are showstoppers. Hike the Mount Alava trail (allow 3–4 hours roundtrip from Fagasa Pass) through rainforest with fruit bat sightings. Bring water, bug spray, and grippy shoes—trails can be slick.

Afternoon: Village lunch—try an island plate with taro, palusami (taro leaves with coconut), and oka (coconut ceviche). Snorkel at Alega Beach (calm shallows; check currents and reef etiquette). Alternative: tide pools near Vatia (visit at safe tides).

Evening: Sunset sips and grilled fish at Tisa’s Barefoot Bar (ask about traditional umu nights). If it’s Sunday, consider attending a church service earlier in the day for incredible choral harmonies—dress modestly and be respectful.

Day 6 — Optional island-hop to Samoa (Upolu) for To Sua + falls

Make a same-day hop (subject to schedules) from Pago Pago (PPG) to Apia (APW); flight time is about 35–45 minutes, plus formalities. Upon arrival, join:

Full-Day Upolu Island Highlights Tour from Apia — Swim the world-famous To Sua Ocean Trench, relax at Lalomanu Beach, and visit waterfalls like Sopoaga. Plan for a full day, then fly back to Tutuila in the evening. If island-hopping isn’t feasible, swap in a relaxing day at Maliu Mai Beach with a coastal drive to Leone (historic church and WWII sites), capped with pizza and cold drinks at Paradise Pizza in Utulei.

Day 7 — Harbor strolls, markets, and departure

Morning: Stroll Fagatogo Market for fresh fruit (ladyfinger bananas, papaya) and local crafts. Pop into the Jean P. Haydon Museum if open for a snapshot of island history and traditional arts.

Afternoon: If time allows, boat over to Aunu’u Island (tide and weather permitting) for red quicksand lake and black-sand shorelines—rustic and photogenic. Otherwise, enjoy a last swim near the harbor and pack up.

Evening: Depart American Samoa. For onward routes and contingencies, compare options on Trip.com (Flights) and Kiwi.com (Flights).

Dining & coffee cheat sheet (highly recommended spots)

• Singapore breakfast: Tong Ah Eating House (kaya toast), Ya Kun (classic kopi), Common Man Coffee Roasters (specialty brew + hearty plates).
• Singapore lunch: Maxwell Food Centre (Tian Tian; zhi char stalls), Old Airport Road Food Centre (hokkien mee, oyster omelet), Tekka Centre (biryani, prata).
• Singapore dinner: Lau Pa Sat Satay Street; Candlenut (Peranakan tasting menu); Burnt Ends (modern barbecue, Dempsey).
• Pago Pago meals: Goat Island Café (harborfront), Equator Restaurant at Tradewinds (seafood, island fare), Tisa’s Barefoot Bar (grilled catch, umu nights), DDW Beach Café (casual beach eats).

Logistics & tips

• Transit cards: In Singapore, tap-and-go (SimplyGo/EZ-Link) works on MRT/buses; taxis and ride-hailing are plentiful.
• Cultural respect (American Samoa): Dress modestly in villages; ask before photographing people or homes; many businesses close Sunday.
• Safety & nature: Reef-safe sunscreen, never step on coral, check tides before tide-pool swims, carry water on trails, and watch slippery roots after rain.
• Inter-island flights: PPG–APW services run several times weekly; fares often range in the low hundreds round-trip. Build buffer time, especially around Sundays/holidays.

Where to book stays fast:

• Singapore hotels: Hotels.com | Singapore homes: VRBO
• Pago Pago hotels: Hotels.com | Pago Pago homes: VRBO

In a single week, you’ll trace a line from Singapore’s glittering bay to American Samoa’s rainforest peaks and coral shallows. It’s a study in contrasts—street-food buzz and island quiet, skyline reflections and starlit surf—that rewards curious travelers with stories few itineraries deliver.