Boston Bay Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Boston Bay Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Westgate Las Vegas Resort & Casino
$541
per person
Nov 12 - Nov 16
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)
Book a stay at this spa hotel in Las Vegas. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Casino at Circus Circus and Las Vegas Festival Grounds are located nearby.
Staff was excellent
Reviewed on Sep 11, 2026
The William Hotel Midtown, New York
Manhattan
$1,135
per person
Nov 15 - Nov 20
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Such a well situated hotel slap bang in the middle of Manhattan, walking distance to most sightseeing/tourist hubs. Room was fantastic, spacious, tea/coffee making machine, fridge which was a bonus, would 100% stay here again. 5*
Reviewed on Sep 11, 2026
Hotel Riu Plaza New York Times Square
Manhattan
$1,244
per person
Nov 15 - Nov 20
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
Clean property. Staff was helpful. The breakfast was a nice buffet but crowded.
Reviewed on Sep 10, 2026
Westgate Flamingo Bay Resort
Spring Valley
$649
per person
Nov 12 - Nov 16
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)
Stay at this hotel in Las Vegas. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions T-Mobile Arena and Casino at Aria are located nearby.
33 Hotel, New York City, Seaport
Manhattan
$1,324
per person
Nov 15 - Nov 21
found 10 hours ago
Roundtrip flight included
Seattle (SEA) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Rio Hotel & Casino, a Destination by Hyatt Hotel
$633
per person
Nov 12 - Nov 16
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Las Vegas (LAS)
Book a stay at this business-friendly resort in Las Vegas. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the convenient parking in our reviews. Popular attractions Bellagio Casino and Colosseum at Caesars Palace are located nearby.
Boston Bay Vacation Packages
Looking for ways save some money and some time on your upcoming holiday to Boston Bay? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Boston Bay incredible. With just a few clicks, you can choose the best Boston Bay vacation package for you and your family. AARP Travel Center has a fabulous selection of accommodations and flight, and local endeavors to select from.
Boston Bay Hotels
Our listings include hotels that are close to all the Boston Bay points of interest, and others that are just outside the city center for a quieter retreat.
We have great deals on everything from luxury hotels that check off all the vacation must-haves to affordable accommodations perfect for those on a budget. You can scan our vast catalog of possibilities and pick the lodging that is best for you and your family. With AARP Travel Center's Boston Bay hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in Boston Bay
The fact that you are traveling to Boston Bay means your trip is already well on its way to being a good one. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to book an activity in Boston Bay.
Package Your Boston Bay Vacation and Save
As an AARP Member, you get to benefit from all the great deals. You'll save on select hotels worldwide, flights, and rental cars. No matter what Boston Bay vacation package you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Book now and get ready for your Boston Bay vacation.
Top Hotel Deals
Sea Cliff Resort
Ross Craig Long Bay Portland
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
Jamaica Palace Hotel
Williamsfield Port Antonio Portland
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Match Resort Hotel
Dolphin Bay Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
LF Jungle Retreat
Lots 32-40, Willamsfield Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Trident Castle and Frenchman's Cove Beach are located ...
Geejam
San San, Port Antonio Port Antonio Portland
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Great Huts
8-10 Boston Bay Port Antonio Portland
Book a stay at this beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Goblin Hill Villas at San San
San San Port Antonio Portland
Stay at this resort in Port Antonio. Enjoy breakfast (surcharge), room service, and in-room massages. Popular attractions Blue Lagoon and San San Beach are located ...
Jamaica Colors Eco-Retreat Hotel and Spa
A4 Rural Hill Portland Parish
Book a stay at this beach hotel in Rural Hill. Enjoy free WiFi, free parking, and a private beach. Popular attractions Long Bay Beach and Reach Falls are located ...
House - Sleeps 6 - Patio - Parking
Port Morant Saint Thomas
Stay at this vacation home in Port Morant. Enjoy free WiFi, free parking, and a garden. Popular attractions White Sand and Lyssons Park are located nearby.
All Nations Guesthouse
Skipper Blvd, San San Port Antonio
Book a stay at this family-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and private pools. Popular attractions Blue Lagoon and Frenchman's ...
Frenchman's Cove Resort
Main Rd into Frenchman's Cove Port Antonio Portland
Book a stay at this beach hotel in Port Antonio. Enjoy a private beach, daily housekeeping, and a garden. Popular attractions Blue Lagoon and Frenchman's Cove ...
Moon San Villa at the Blue Lagoon
Blue Hole Road, Drapers Port Antonio Portland
Book a stay at this beach hotel in Port Antonio. Enjoy free parking, room service, and an airport shuttle (surcharge). Our guests praise the helpful staff in ...
Inn The Town
1 Allan Avenue Port Antonio Portland
Book a stay at this business-friendly guesthouse in Port Antonio. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
Hotel Tim Bamboo
5 Eveleigh Park Road Port Antonio Portland
Stay at this hotel in Port Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Bay View Eco Resort & Spa
Anchovy Port Antonio Portland
Book a stay at this spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Trident Castle and Folly Ruins are ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Oct 17 - Sun, Oct 18
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$397
Roundtrip
found 3 days ago
Mon, Mar 8 - Sat, Mar 13
LGA
LaGuardia
KIN
Norman Manley Intl.
$404
Roundtrip
found 6 days ago
Mon, Nov 16 - Fri, Dec 4
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$426
Roundtrip
found 10 hours ago
Thu, Nov 26 - Tue, Dec 8
LGA
LaGuardia
KIN
Norman Manley Intl.
$486
Roundtrip
found 6 days ago
Sat, Oct 17 - Wed, Oct 21
MIA
Miami Intl.
KIN
Norman Manley Intl.
$494
Roundtrip
found 19 hours ago
Best points of interest in Boston Bay
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