Vacations in Simpson Bay

Vacations in Simpson Bay

2 travellers

KAYAK searches hundreds of travel sites at once for vacation package deals in Simpson Bay

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Simpson Bay package deals

Discover the best prices by selecting your travel dates on KAYAK.
Go to map

Search by stars

3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

C$ 742 - C$ 1,817C$ 1,817 - C$ 2,893C$ 2,893 - C$ 3,968C$ 3,968 - C$ 5,043C$ 5,043+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Simpson Bay flight and hotel deals

Show all
Port de Plaisance Resort, Trademark Collection by Wyndham - Simpson Bay - Pool
Port de Plaisance Resort, Trademark Collection by Wyndham - Simpson Bay - Pool
Port de Plaisance Resort, Trademark Collection by Wyndham
6.9 Okay
Parking
Free Wi-Fi
Pool
Spa
Tampa
Meals not included
3 nights + flight
C$ 731
Commodore Suites - Simpson Bay - Bedroom
Commodore Suites - Simpson Bay - Bedroom
Commodore Suites
7.8 Good
Parking
Free Wi-Fi
Pool
Spa
Tampa
Meals not included
3 nights + flight
C$ 775
The Atrium Beach Resort and Spa Sint Marteen Ascend Hotel Collection - Simpson Bay - Pool
The Atrium Beach Resort and Spa Sint Marteen Ascend Hotel Collection - Simpson Bay - Pool
The Atrium Beach Resort and Spa Sint Marteen Ascend Hotel Collection
7.7 Good
Parking
Free Wi-Fi
Pool
Spa
Tampa
Meals not included
3 nights + flight
C$ 785
The Hills Residence - Simpson Bay - Living room
The Hills Residence - Simpson Bay - Living room
The Hills Residence
8.8 Very good
Parking
Free Wi-Fi
Pool
Fort Lauderdale
Meals not included
3 nights + flight
C$ 1,040
Travel Inn Hotel Simpson Bay - Simpson Bay - Bar
Travel Inn Hotel Simpson Bay - Simpson Bay - Bar
Travel Inn Hotel Simpson Bay
6.7 Okay
Parking
Free Wi-Fi
Spa
New York LaGuardia
Meals not included
3 nights + flight
C$ 1,108
Hilton Vacation Club Flamingo Beach St. Maarten - Simpson Bay - Beach
Hilton Vacation Club Flamingo Beach St. Maarten - Simpson Bay - Beach
Hilton Vacation Club Flamingo Beach St. Maarten
8.5 Very good
Parking
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
C$ 894
Sonesta Ocean Point Adults Only Resort - Simpson Bay - Dining room
Sonesta Ocean Point Adults Only Resort - Simpson Bay - Dining room
Sonesta Ocean Point Adults Only Resort
8.3 Very good
Free Wi-Fi
Pool
Spa
Tampa
Meals not included
3 nights + flight
C$ 1,538
The Morgan Resort Spa Village - Simpson Bay - Pool
The Morgan Resort Spa Village - Simpson Bay - Pool
The Morgan Resort Spa Village
8.1 Very good
Parking
Airport shuttle
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
C$ 1,046
Baker's Suites - Simpson Bay - Beach
Baker's Suites - Simpson Bay - Beach
Baker's Suites
8.8 Very good
Parking
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
C$ 737
Maho Beach House - Elegant 1 Bedroom, Beach Level - Simpson Bay - Kitchen
Maho Beach House - Elegant 1 Bedroom, Beach Level - Simpson Bay - Kitchen
Maho Beach House - Elegant 1 Bedroom, Beach Level
7.7 Good
Free Wi-Fi
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,531
Royal Islander Club Resort La Plage - Simpson Bay - Balcony
Royal Islander Club Resort La Plage - Simpson Bay - Balcony
Royal Islander Club Resort La Plage
8.2 Very good
Free Wi-Fi
Pool
Spa
Newark
Meals not included
3 nights + flight
C$ 1,200
Hilton Vacation Club Royal Palm St. Maarten - Simpson Bay - Pool
Hilton Vacation Club Royal Palm St. Maarten - Simpson Bay - Pool
Hilton Vacation Club Royal Palm St. Maarten
8.8 Very good
Parking
Free Wi-Fi
Pool
Spa
Fort Lauderdale
Meals not included
3 nights + flight
C$ 1,380
Tradewinds Apartments Simpson Bay - Simpson Bay - Balcony
Tradewinds Apartments Simpson Bay - Simpson Bay - Balcony
Tradewinds Apartments Simpson Bay
9.3 Wonderful
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
C$ 851
Maho Beach House - Charming Studio - Beach Access - Simpson Bay - Beach
Maho Beach House - Charming Studio - Beach Access - Simpson Bay - Beach
Maho Beach House - Charming Studio - Beach Access
8.8 Very good
Free Wi-Fi
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,441
Simpson Bay Resort Marina & Spa - Simpson Bay - Beach
Simpson Bay Resort Marina & Spa - Simpson Bay - Beach
Simpson Bay Resort Marina & Spa
8.2 Very good
Parking
Free Wi-Fi
Pool
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,047
The Villas at Simpson Bay Resort - Simpson Bay - Bedroom
The Villas at Simpson Bay Resort - Simpson Bay - Bedroom
The Villas at Simpson Bay Resort
8.3 Very good
Parking
Free Wi-Fi
Pool
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,118

When to book a vacation in Simpson Bay

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Tips for finding Simpson Bay package deals

  • There are loads of types of vacations in Simpson Bay and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 676; Family vacation C$ 676; Budget vacation C$ 711.

Where to stay in Simpson Bay

Our map will help you find the perfect place to stay for your vacation in Simpson Bay by showing you the exact location of each hotel.

Everything you need to know for your vacation in Simpson Bay

Simpson Bay vacation information

Top vacation (Flight+Hotel)C$ 676
Family vacation (Flight+Hotel)C$ 676
Budget vacation (Flight+Hotel)C$ 711