Bermuda from Boston, Oct 30–Nov 1: $1,402 for two, all in
The verdict
Our verdict
Worth it, if
- BermudAir nonstop from Boston in 2h 24m, leaving 10:45 AM
- $409 per person, $145 below the typical fare on this route
- Typical highs of 76–77°F for the dates, lows near 73°F
The catch: A checked bag is about $160 for two and isn't in the total, and late October is hurricane season, with drizzle in the weather normals.
Worth it if a mild weekend of walks, caves and maybe a swim suits you; skip it if a beach day getting rained out would ruin the trip.
Worth it if you can live with some drizzle: $1,402 for two, all in, covering the BermudAir nonstop at $818 and 2 nights at Blue Horizons Guest House at $501 plus $83 in property fees, taxes included. You fly out Friday, Oct 30 and come home Sunday, Nov 1, 2026, and the flight out takes 2h 24m. A checked bag and spending money aren't in that total.

The total, before you go
$1,402 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $818 |
| Blue Horizons Guest House, 2 nights, two guests, taxes in | $501 |
| Resort fee, collected at the desk | $83 |
| The total, before you go | $1,402 |
| A checked bag each, round trip (not in the total) | about $160 |
$145 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $40 each way per bag, $160 for two round trip); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$409 per person, round trip
$818 for two, taxes and fees included · BermudAir · nonstop · 2h 24m
Out Fri, Oct 30, 10:45 AM – Fri, Oct 30, 2:09 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| BermudAir | $409 | nonstop | 2h 24m |
| American | $451 | 1 stop | 4h 52m |
| 2T | $535 | 2 stops | 44h 57m |
Prices checked Oct 16, 2026, 12:17 AM EDT. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Tweak this trip
Why now
At $409 per person, the BermudAir nonstop is $145 below the typical fare on this route, or 26% under, and it's the lowest fare we've seen in 30 days of checks. Across 12 offers we saw fares from $409 to $770 per person. All prices include taxes and fees as of when we checked, and they can change. The weather normals for Oct 30–Nov 1 show highs of 76–77°F and lows near 73°F, with overcast skies and drizzle. Late October is the tail end of hurricane season. Direct hits are rare, but swells can close South Shore beaches for a few days. So plan this as a weekend for walking St. George's, the caves and Hamilton, with a swim as a bonus. Boston is 776 miles away with a 1-hour time difference, so two nights don't feel rushed.
The kind of trip this is
This is a slow-paced island weekend: pink-sand coves, pastel cottages, rum swizzles and a 17th-century town to wander. It suits a couple or two friends who'd rather walk, take in some history and have a long lunch than chase nightlife. With highs of 76–77°F and some drizzle, think of it as a mild reset, not a trip where you're on the beach every hour.
Weather in Bermuda, Oct 30–Nov 1
Typical highs 76–77°F, lows near 73°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri, Oct 30 | 76 °F | 73 °F | Overcast |
| Sat, Oct 31 | 77 °F | 73 °F | Drizzle |
| Sun, Nov 1 | 76 °F | 73 °F | Drizzle |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Bermuda
Blue Horizons Guest House in Warwick Camp is the best-value pick and the one in our total. It's $501 for the 2 nights ($251 a night) plus $83 in fees paid at the property, room only, and it scores 8.3 from 88 reviews. Heads-up: there's no free cancellation. Oxford House in Hamilton is the top-rated pick, with 9.3 from 112 reviews. It's $1,084 for the stay, with breakfast, free cancellation and $105 in property fees. Royal Palms Hotel, also in Hamilton, is a 4-star with breakfast and free cancellation that scores 9.3 from 92 reviews. It costs $1,254 plus $121 in property fees. Hamilton puts you at the ferry hub and the restaurants. Southampton and Warwick put you closer to the pink-sand South Shore beaches and Horseshoe Bay.
Blue Horizons Guest House
$501 for 2 nights, two guests · $251 a night
See roomsOxford House
$1,084 for 2 nights, two guests · $542 a night
See roomsRoyal Palms Hotel
$1,254 for 2 nights, two guests · $627 a night
See roomsAll hotels in Bermuda for these dates
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Where in Bermuda
- Hamilton: The small capital, with the ferry hub, restaurants and the Hamilton Princess.
- Southampton and Warwick: The pink-sand South Shore beaches, Horseshoe Bay and the big resorts.
- Paget: Elbow Beach and cottage colonies a short bus ride from Hamilton.
- St. George's: The UNESCO-listed 17th-century town at the east end, near the airport.
- Royal Naval Dockyard: The cruise port at the west end, with the maritime museum and the Snorkel Park beach.
What to do in Bermuda
- Swim at Horseshoe Bay and the hidden coves of the South Shore if the swells allow
- Walk the lanes of 17th-century St. George's, the UNESCO-listed town near the airport
- Descend into the Crystal and Fantasy Caves, a good pick for a drizzly day
- Rent an electric Twizy to tour the island at your own pace
- Order a rum swizzle at the Swizzle Inn
Also worth it
- Cup Match cricket holiday at the end of July
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Getting there and around
| Airports in Boston | Boston Logan International (BOS) |
|---|---|
| Airports in Bermuda | Bermuda L.F. Wade International (BDA) |
| Flight time | 2h 24m nonstop |
| Distance | 776 miles each way |
| Time difference | +1 hour |
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
What 2 nights in Bermuda costs
| Estimate | |
|---|---|
| Flights for two | $818 |
| Hotel, 2 nights (Blue Horizons Guest House) | $501 |
| Food, getting around and tickets, 2 days for two | $760 |
| Total for two | $2,079 |
Flights and hotel are the prices we found; spending is a planning estimate for a luxury destination, per person per day times two.
Price history: Boston to Bermuda
| Per person | |
|---|---|
| This trip | $409 per person |
| Lowest in the last 30 days | $409 (Oct 16, 2026) |
| Typical price, last 60 days | $554 |
| Price checks | 7 |
Good to know
- Passport: passport needed: travelers from the United States need a valid passport for Bermuda; check the expiry rule of the country before you book.
- Currency: Bermudian dollar (BMD).
- Hurricane season; direct hits are rare but swells can close South Shore beaches for a few days.
- You need a passport for Bermuda.
- The currency is the Bermudian dollar, and Bermuda is 1 hour ahead of Boston.
- The outbound BermudAir nonstop leaves Boston Logan at 10:45 AM and lands at L.F. Wade International at 2:09 PM local time.
- Not in the total: a checked bag at about $160 for two, plus spending money, which our budget puts at $760 for two.
- Blue Horizons Guest House has no free cancellation. Oxford House and Royal Palms Hotel both offer it.
Questions readers ask
Is it worth it?
Yes, if you're fine with possible drizzle. The fare is $409 per person, $145 below the typical fare on this route, the flight is a 2h 24m nonstop, and typical highs are 76–77°F. Late October is still hurricane season, though, and swells can close South Shore beaches.
How much is the whole trip for two?
It's $1,402 for two, all in: $818 for the flights and $501 for 2 nights at Blue Horizons Guest House, plus $83 in property fees, with taxes included. A checked bag, about $160 for two, isn't included, and neither is spending money.
Do I need a passport?
Yes, you need a passport to travel to Bermuda.
What is the weather like?
The weather normals for Oct 30–Nov 1 show highs of 76–77°F and lows near 73°F, with overcast skies on the first day and drizzle on the next two.
Is 2 nights enough?
For a long weekend, yes. The flight out is 2h 24m and lands at 2:09 PM, and there's a 1-hour time difference, so you'll have Friday afternoon and all of Saturday for St. George's, the caves and a swizzle.
Which hotel should we pick?
Blue Horizons Guest House is the value pick at $501, scoring 8.3 from 88 reviews, but it has no free cancellation. For breakfast and flexibility, Oxford House in Hamilton is $1,084 and scores 9.3 from 112 reviews.
Also found for you
The newest finds from Boston.
Just found · from Boston
New York City
Oct 23–25, 2026 · 2 nights
- JetBlue nonstop from Boston, 1h 14m, leaving Friday at 11:20 AM
- Hyatt Place New York Chelsea: 8.2 from 13,218 reviews, breakfast, free cancellation
- Clear forecast Friday and Saturday, highs of 63°F, 5% to 7% rain
$2,030 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $854 + hotel $1,037 + resort fee $139, taxes in · a checked bag each adds about $180
JetBlue · nonstop · 1h 14m
The catch: A checked bag isn't in the $2,030; it's about $180 for two, so pack carry-on only if you want the total to hold.
Worth it if you want a fast, walkable city weekend of shows and museums; skip it if you're after quiet or a slow pace.
Tweak this trip
Just found · from BostonLowest in 30 days
Washington, D.C.
Nov 13–17, 2026 · 4 nights
- American nonstop, 1h 50m, Boston Logan to Reagan National
- $191 per person, $305 below the typical fare on this route
- citizenM Washington DC Georgetown rated 9 by 276 reviewers, free cancellation
$1,297 for two · 4 nights · flights, hotel, taxes, fees & the resort fee
Flights $382 + hotel $804 + resort fee $111, taxes in · a checked bag each adds about $160
American · nonstop · 1h 50m
The catch: A checked bag runs about $160 for two and isn't in the total, and the first nonstop leaves Boston at 6:00 AM.
Worth it if you want museums, monuments and easy walking in cool fall weather; skip it if you're after warm sun or cherry blossoms.
Tweak this trip
Just found · from BostonLowest in 30 daysWorth it, if
Tokyo
Nov 14–23, 2026 · 9 nights
- $980 per person, $394 below the typical fare on this route
- Urban Hotel Morisita: 8.1 from 267 reviews, free cancellation
- Mid-November highs of 57–65°F, good for long walks between neighborhoods
$3,081 for two · 9 nights · flights, hotel, taxes, fees & the resort fee
Flights $1,960 + hotel $1,028 + resort fee $93, taxes in · a checked bag each adds about $140
Air Canada · with a stop · 48h 38m
The catch: It's one stop each way and 48h 38m of total travel, and the outbound doesn't land at Narita until 4:30 PM on Monday, Nov 16.
Worth it if a long one-stop flight is a fair trade for Tokyo food and walking; skip it if you need a nonstop.
Tweak this trip
More trips
Just found · from Boston
New York City
Oct 23–25, 2026 · 2 nights
- JetBlue nonstop from Boston, 1h 14m, leaving Friday at 11:20 AM
- Hyatt Place New York Chelsea: 8.2 from 13,218 reviews, breakfast, free cancellation
- Clear forecast Friday and Saturday, highs of 63°F, 5% to 7% rain
$2,030 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $854 + hotel $1,037 + resort fee $139, taxes in · a checked bag each adds about $180
JetBlue · nonstop · 1h 14m
The catch: A checked bag isn't in the $2,030; it's about $180 for two, so pack carry-on only if you want the total to hold.
Worth it if you want a fast, walkable city weekend of shows and museums; skip it if you're after quiet or a slow pace.
A week away · from BostonLowest in 30 daysWorth it, if
Orlando
Nov 14–21, 2026 · 7 nights
- $206 per person, $185 below the typical fare on this route
- Highs 74–78°F and lows near 60°F for long park days
- Courtyard in Lake Buena Vista, 8 from 565 reviews, $99 a night
$1,184 for two · 7 nights · flights, hotel, taxes, fees & the resort fee
Flights $412 + hotel $695 + resort fee $77, taxes in · a checked bag each adds about $140
Southwest · with a stop · 7h 5m
The catch: Southwest connects once, so the outbound takes 7h 5m versus 3h 30m on JetBlue's nonstop, and a checked bag is about $140 for two.
Worth it if you'd trade a connection for $185 per person back on a park week; skip it if a long travel day ruins the start for you.
Just found · from BostonLowest in 30 days
Washington, D.C.
Nov 13–17, 2026 · 4 nights
- American nonstop, 1h 50m, Boston Logan to Reagan National
- $191 per person, $305 below the typical fare on this route
- citizenM Washington DC Georgetown rated 9 by 276 reviewers, free cancellation
$1,297 for two · 4 nights · flights, hotel, taxes, fees & the resort fee
Flights $382 + hotel $804 + resort fee $111, taxes in · a checked bag each adds about $160
American · nonstop · 1h 50m
The catch: A checked bag runs about $160 for two and isn't in the total, and the first nonstop leaves Boston at 6:00 AM.
Worth it if you want museums, monuments and easy walking in cool fall weather; skip it if you're after warm sun or cherry blossoms.
All trips from Boston · Bermuda from every city · Prices on this route · Trips in October 2026 · Home
Bermuda in pictures


Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. We use AI tools to draft the text of each page from the data on it; code checks every number in the draft against that data and rejects what does not match, and the team reviews pages and fixes or removes what readers report. How we pick · Report a mistake.
Image credits
- Photo: Brandon Morrison / Pexels, Pexels License
- Photo: Brandon Morrison / Pexels, Pexels License
- Photo: Brandon Morrison / Pexels, Pexels License



