Top North America Sunset Cruises

343 Results
3 Hours - 53' Hatteras - Tulum, Playa Del Carmen, Riviera Maya

Step aboard for ultimate day in the caribbean. This 58′ Hatteras classic is our newest addition and best equipped yacht to-date! Customized and spacious exterior …More

Playa del Carmen, Mexico

Step aboard for ultimate day in the caribbean. This 58′ Hatteras classic is our newest addition and best equipped yacht to-date! Customized and spacious exterior...

3 hours
5.0 (186)
from
$1,320
Private Oahu Sunset Charter with Tasting and Drinks

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people …More

Oahu, USA

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people...

120 to 150 minutes Free Cancellation
5.0 (55)
from
$1,414
Private Catamaran Tour to Isla Mujeres, Snorkeling* from Cancun

Tours in Catamaran, Cancun. Private Catamaran Charters. Charter for 1-15 PaassengersPrivate Catamaran to Isla Mujeres. Snorkeling and Sailing Trips. Tour Description. 6 hours. Private Catamaran …More

Cancun, Mexico

Tours in Catamaran, Cancun. Private Catamaran Charters. Charter for 1-15 PaassengersPrivate Catamaran to Isla Mujeres. Snorkeling and Sailing Trips. Tour Description. 6 hours. Private Catamaran...

4 to 6 hours Free Cancellation
4.8 (13)
from
$1,450
Private Charter Yacht w/Captain San Diego

See iconic landmarks ;USS Midway flight deck, the Coronado Bridge, & the downtown skyline. Keep an eye out for sea lions, seabirds, & even dolphins …More

La Jolla, USA

See iconic landmarks ;USS Midway flight deck, the Coronado Bridge, & the downtown skyline. Keep an eye out for sea lions, seabirds, & even dolphins...

2 hours
5.0 (3)
from
$1,450
Private Sunset Harbor Tour 20 passenger party Yacht Kismet

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all! …More

Charleston, USA

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all!...

2 to 4 hours Free Cancellation
5.0 (8)
from
$1,549
Sarasota- 43’ Giddy Up | Cruisers Yachts GLS 42- 3 Hour

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile, …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile,...

3 hours
from
$1,647
Private Luxury Sunset Cruise in Cabo San Lucas

A Private Premium Sunset Experience with Premium Snacks, Premium Open Bar and Premium Service on a Premium Catamaran for small Groups. One of the nicest …More

Cabo San Lucas, Mexico

A Private Premium Sunset Experience with Premium Snacks, Premium Open Bar and Premium Service on a Premium Catamaran for small Groups. One of the nicest...

2 hours Hotel pickup offered
5.0 (3)
from
$1,659
Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 3Hr

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering...

3 hours
5.0 (1)
from
$1,824
Sarasota- 43’ Giddy Up | Cruisers Yachts GLS 42- 4 Hour

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile, …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Giddy Up, a striking Cruisers Yachts GLS 42 designed for stylish coastal cruising and unforgettable evenings on the water. With her sleek profile,...

4 hours
from
$2,196
Sarasota- 42’ Wanderlust | Bali 4.2 Luxury Sailing Catamaran- 4Hr

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Wanderlust, a beautifully appointed Bali 4.2 sailing catamaran offering one of the most refined sunset experiences on Sarasota Bay. With four distinct gathering...

4 hours
from
$2,434
Sarasota- 52’ Rally Point | Absolute Navetta 52 Luxury Yacht- 3Hr

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek...

3 hours
from
$2,745
3 Hours Pardo 54 Yacht Experience

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and...

3 hours
from
$2,745
Sarasota-50’ Memory Maker | Aquila Power Catamaran- 4 Hour

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Memory Maker, our spacious Aquila 44 power catamaran — a 50’ power cat experience designed for comfort, stability, and unforgettable evenings on the...

4 hours
from
$3,172
Sunset in Private Sailboat 4 hrs up to 15 pax

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see …More

Puerto Vallarta, Mexico

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see...

3 hours
4.6 (11)
from
$3,295
Key West Private Wind & Wine Charter

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset …More

Key West, USA

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Shore Excursions three years running. See the sunset...

2 hours (approx.) Free Cancellation
5.0 (1,719)
from
$3,499
Sarasota 58’ Andiamo | Absolute Navetta 58 Luxury Yacht- 3 Hour

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines, …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Andiamo, a stunning 2026 Absolute Navetta 58 that blends modern Italian design with expansive volume and refined coastal performance. With sweeping glass lines,...

3 hours
from
$3,653
Sarasota Private Yacht Tour

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek …More

Sarasota, USA

Welcome aboard Rally Point, an elegant Absolute Navetta 52 that blends modern Italian design with expansive volume and refined coastal performance. With panoramic windows, sleek...

4 hours
from
$3,653
Sarasota 54’ Exit Strategy | Pardo 54 Performance Yacht 4 Hour

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Exit Strategy, a bold and unmistakable Pardo 54 — where Italian style meets Sarasota Bay. With sleek European lines, an aggressive profile, and...

4 hours
from
$3,660
Sarasota 63’ Peace Prestige 630 |4hr Private Sunset Yacht Charter

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living …More

Likely to Sell Out
Likely to Sell Out
Sarasota, USA

Welcome aboard Peace, a refined Prestige 630 that embodies European design, modern elegance, and effortless performance. With sleek lines, expansive glass, and beautifully appointed living...

4 hours
from
$4,873

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Discover North America